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3-Furaldehyde is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 498-60-2 Structure
  • Basic information

    1. Product Name: 3-Furaldehyde
    2. Synonyms: BETA-FURFURAL;FURAN-3-CARBALDEHYDE;FURAN-3-CARBOXALDEHYDE;3-FURANCARBOXALDEHYDE;3-FURFURAL;3-FURAN ALDEHYDE;3-FURALDEHYDE;3FCHO
    3. CAS NO:498-60-2
    4. Molecular Formula: C5H4O2
    5. Molecular Weight: 96.08
    6. EINECS: N/A
    7. Product Categories: Aromatic Aldehydes & Derivatives (substituted);Furan&Benzofuran;API intermediates
    8. Mol File: 498-60-2.mol
  • Chemical Properties

    1. Melting Point: 148-149.5 °C
    2. Boiling Point: 144 °C732 mm Hg(lit.)
    3. Flash Point: 119 °F
    4. Appearance: Clear yellow to brown/Liquid
    5. Density: 1.111 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 4.88mmHg at 25°C
    7. Refractive Index: n20/D 1.493(lit.)
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. Water Solubility: Soluble in water, benzene, chloroform, alcohol and ether.
    11. Sensitive: Air & Light Sensitive
    12. BRN: 105852
    13. CAS DataBase Reference: 3-Furaldehyde(CAS DataBase Reference)
    14. NIST Chemistry Reference: 3-Furaldehyde(498-60-2)
    15. EPA Substance Registry System: 3-Furaldehyde(498-60-2)
  • Safety Data

    1. Hazard Codes: Xi,F,T
    2. Statements: 10-36/37/38-23/25-21
    3. Safety Statements: 26-36-45-36/37-16-3
    4. RIDADR: UN 1989 3/PG 3
    5. WGK Germany: 3
    6. RTECS:
    7. F: 8-10
    8. HazardClass: 3
    9. PackingGroup: III
    10. Hazardous Substances Data: 498-60-2(Hazardous Substances Data)

498-60-2 Usage

Chemical Properties

Colorless to light yellow liqui

Uses

3-Furaldehyde is a volatile compound of honey of various floral origin. It is used to produce N-furan-3-ylmethylene-N'-pyridin-2-yl-hydrazine by reaction with 2-hydrazino-pyridine. It is also used as a solvent.

Definition

ChEBI: 3-furaldehyde is an aldehyde that is furan substituted by a formyl group at position 3. It has a role as a metabolite. It is a member of furans and an aldehyde. It derives from a hydride of a furan.

Preparation

synthesis of 3-furaldehyde: dissolve 3-furanmethanol (12.0g,0.12mol,1.0eq) in tetrahydrofuran (500ml), add manganese dioxide (156.4g,1.2mol,10.0eq), stir for 18 hours at room temperature, tlc showed that the reaction was completed. the product (9.0g crude) was obtained by filtration and the filtrate was concentrated.

General Description

3-Furancarboxaldehyde undergoes photochemical reaction with benzaldehyde to yield oxetane derivatives.

Check Digit Verification of cas no

The CAS Registry Mumber 498-60-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 498-60:
(5*4)+(4*9)+(3*8)+(2*6)+(1*0)=92
92 % 10 = 2
So 498-60-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H4O2/c6-3-5-1-2-7-4-5/h1-4H

498-60-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A11334)  3-Furaldehyde, 97%, stab. with ca 0.05% BHT   

  • 498-60-2

  • 5g

  • 591.0CNY

  • Detail
  • Alfa Aesar

  • (A11334)  3-Furaldehyde, 97%, stab. with ca 0.05% BHT   

  • 498-60-2

  • 25g

  • 2481.0CNY

  • Detail
  • Alfa Aesar

  • (A11334)  3-Furaldehyde, 97%, stab. with ca 0.05% BHT   

  • 498-60-2

  • 100g

  • 8526.0CNY

  • Detail
  • Aldrich

  • (278866)  3-Furancarboxaldehyde  ≥97%

  • 498-60-2

  • 278866-5G

  • 721.89CNY

  • Detail
  • Aldrich

  • (278866)  3-Furancarboxaldehyde  ≥97%

  • 498-60-2

  • 278866-25G

  • 2,521.35CNY

  • Detail

498-60-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-furaldehyde

1.2 Other means of identification

Product number -
Other names Furan-3-carbaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:498-60-2 SDS

498-60-2Synthetic route

3-Diacetoxymethyl-furan
859077-01-3

3-Diacetoxymethyl-furan

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With iron(II) sulfate In benzene for 0.25h; Heating;98%
furan-3-methanol
4412-91-3

furan-3-methanol

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With 4,4'-bis-(dichloroiodo)-biphenyl; tetraethylammonium bromide In chloroform at 20℃; for 0.75h;90%
With calcium persulfate; silica gel for 0.0833333h; microwave irradiation;90%
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane Ambient temperature;89%
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

A

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

B

furan-3-methanol
4412-91-3

furan-3-methanol

Conditions
ConditionsYield
In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography;A 15%
B 85%
Methyl 3-(3'-furanyl)prop-2-en-1-oate
99595-62-7

Methyl 3-(3'-furanyl)prop-2-en-1-oate

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With oxygen; palladium diacetate; toluene-4-sulfonic acid In water at 100℃; under 6080.41 Torr; for 24h; Autoclave;69%
furan-3-carbonyl chloride
26214-65-3

furan-3-carbonyl chloride

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With tetrahydrogenoboratebis(triphenylphosphine)copper(I); triphenylphosphine In acetone for 1h; Ambient temperature;67%
With Pd-BaSO4; thiourea; xylene Hydrogenation;
3-iodofuran
29172-20-1

3-iodofuran

carbon monoxide
201230-82-2

carbon monoxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;66%
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃; under 2280 Torr;60%
3-bromofurane
22037-28-1

3-bromofurane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 3-bromofurane With n-butyllithium In 2-methyltetrahydrofuran; dodecane; hexane at -75℃; for 0.333333h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran; dodecane; hexane at -75 - 20℃; Heating;
65%
3-Furoic acid
488-93-7

3-Furoic acid

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating;62%
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 48h;90 % Spectr.
Multi-step reaction with 2 steps
1: 83 percent / LiAlH4 / tetrahydrofuran / 22 h / Heating
2: 80 percent / CrO3, pyridine / CH2Cl2 / 0.33 h
View Scheme
3-iodofuran
29172-20-1

3-iodofuran

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;38%
3-bromofurane
22037-28-1

3-bromofurane

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;35%
(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-42-1

(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit reasin In dichloromethane for 1h;
(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-41-0

(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit resin In dichloromethane for 1h;
3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide
81311-92-4

3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With sodium periodate In ethanol; water at 17℃; for 1h;
3-Diacetoxymethyl-furan
859077-01-3

3-Diacetoxymethyl-furan

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With iron(II) sulfate In benzene for 0.25h; Heating;98%
furan-3-methanol
4412-91-3

furan-3-methanol

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With 4,4'-bis-(dichloroiodo)-biphenyl; tetraethylammonium bromide In chloroform at 20℃; for 0.75h;90%
With calcium persulfate; silica gel for 0.0833333h; microwave irradiation;90%
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane Ambient temperature;89%
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

A

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

B

furan-3-methanol
4412-91-3

furan-3-methanol

Conditions
ConditionsYield
In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography;A 15%
B 85%
Methyl 3-(3'-furanyl)prop-2-en-1-oate
99595-62-7

Methyl 3-(3'-furanyl)prop-2-en-1-oate

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With oxygen; palladium diacetate; toluene-4-sulfonic acid In water at 100℃; under 6080.41 Torr; for 24h; Autoclave;69%
furan-3-carbonyl chloride
26214-65-3

furan-3-carbonyl chloride

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With tetrahydrogenoboratebis(triphenylphosphine)copper(I); triphenylphosphine In acetone for 1h; Ambient temperature;67%
With Pd-BaSO4; thiourea; xylene Hydrogenation;
3-iodofuran
29172-20-1

3-iodofuran

carbon monoxide
201230-82-2

carbon monoxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;66%
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃; under 2280 Torr;60%
3-bromofurane
22037-28-1

3-bromofurane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 3-bromofurane With n-butyllithium In 2-methyltetrahydrofuran; dodecane; hexane at -75℃; for 0.333333h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran; dodecane; hexane at -75 - 20℃; Heating;
65%
3-Furoic acid
488-93-7

3-Furoic acid

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating;62%
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 48h;90 % Spectr.
Multi-step reaction with 2 steps
1: 83 percent / LiAlH4 / tetrahydrofuran / 22 h / Heating
2: 80 percent / CrO3, pyridine / CH2Cl2 / 0.33 h
View Scheme
3-iodofuran
29172-20-1

3-iodofuran

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;38%
3-bromofurane
22037-28-1

3-bromofurane

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;35%
(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-42-1

(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit reasin In dichloromethane for 1h;
(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-41-0

(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit resin In dichloromethane for 1h;
3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide
81311-92-4

3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With sodium periodate In ethanol; water at 17℃; for 1h;
cellulose

cellulose

A

furfural
98-01-1

furfural

B

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

C

1-benzofurane
271-89-6

1-benzofurane

D

2-buten-4-olide
497-23-4

2-buten-4-olide

Conditions
ConditionsYield
With air at 400 - 600℃; Oxidation; Formation of xenobiotics;
benzyl 2,3-anhydro-β-L-ribopyranoside
65359-87-7

benzyl 2,3-anhydro-β-L-ribopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
2: Duolit reasin / CH2Cl2 / 1 h
View Scheme
Multi-step reaction with 4 steps
1: 91 percent / dimethylsulfoxide, oxalyl chloride / CH2Cl2 / 0.25 h / -60 °C
2: 27 percent / sodium borodeuteride / methanol / 0.75 h
3: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
4: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 2,3-anhydro-β-L-erythropentopyranosid-4-ulose
79974-79-1

benzyl 2,3-anhydro-β-L-erythropentopyranosid-4-ulose

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 27 percent / sodium borodeuteride / methanol / 0.75 h
2: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
3: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 3,4-anhydro-β-L-ribopyranoside
104292-65-1

benzyl 3,4-anhydro-β-L-ribopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 34 percent / N,N,N',N'-tetranethylurea, lithium bromide / toluene / 0.13 h / Heating
2: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside
104292-63-9

benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / sodium methoxide / methanol / 1 h / Ambient temperature
2: 34 percent / N,N,N',N'-tetranethylurea, lithium bromide / toluene / 0.13 h / Heating
3: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 2,3-anhydro-4-deuterio-β-L-ribopyranoside

benzyl 2,3-anhydro-4-deuterio-β-L-ribopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
2: Duolit reasin / CH2Cl2 / 1 h
View Scheme
2,4-furan dicarboxylic acid
4282-28-4

2,4-furan dicarboxylic acid

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper-powder; quinoline
2: benzene; thionyl chloride
3: palladium/barium sulfate; xylene; thiourea / Hydrogenation
View Scheme
propene
187737-37-7

propene

A

furfural
98-01-1

furfural

B

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

C

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

D

allyl acrylate
999-55-3

allyl acrylate

E

benzaldehyde
100-52-7

benzaldehyde

F

acetic acid
64-19-7

acetic acid

G

propionic acid
802294-64-0

propionic acid

H

acrylic acid
79-10-7

acrylic acid

I

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
Gas phase;
propene
187737-37-7

propene

propane
74-98-6

propane

cyclopropane
75-19-4

cyclopropane

A

furfural
98-01-1

furfural

B

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

C

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

D

allyl acrylate
999-55-3

allyl acrylate

E

benzaldehyde
100-52-7

benzaldehyde

F

acetic acid
64-19-7

acetic acid

G

propionic acid
802294-64-0

propionic acid

H

acrylic acid
79-10-7

acrylic acid

I

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With water; oxygen; [Bi2W2O9. 2WO3]0.5 [Mo12Co5.5Fe2.94Si1.59K0.08Ox]1, Mo12V3W1.2Cu2.4,4Ox Conversion of starting material;
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
In benzene decomposition of the complex by refluxing in benzene under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compound with ether, gas chromatography;
C10H10O4

C10H10O4

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Na0274MnO2*6H2O; oxygen In butan-1-ol at 100℃; under 760.051 Torr; for 4h; Green chemistry;94 %Chromat.
ethyl 2-pentenoate
2445-93-4

ethyl 2-pentenoate

acetaldehyde
75-07-0

acetaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: ethyl 2-pentenoate; acetaldehyde With iron(III) chloride; palladium on activated charcoal; acetic acid In methanol at 40 - 90℃; for 8h;
Stage #2: With diisobutylaluminium hydride
methyl methacrylate
97-63-2

methyl methacrylate

acetaldehyde
75-07-0

acetaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: methyl methacrylate; acetaldehyde With palladium diacetate; acetic acid; copper dichloride In isopropyl alcohol at 40 - 90℃; for 8.5h;
Stage #2: With sodium bis(2-methoxyethoxy)aluminium dihydride Reagent/catalyst; Solvent;
acetaldehyde
75-07-0

acetaldehyde

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: acetaldehyde; acrylic acid methyl ester With hydrogenchloride; ruthenium trichloride; palladium on activated charcoal In methanol at 40 - 90℃; for 4h;
Stage #2: With diisobutylaluminium hydride
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(E)-3-Furan-3-yl-acrylic acid ethyl ester
58963-70-5

(E)-3-Furan-3-yl-acrylic acid ethyl ester

Conditions
ConditionsYield
In benzene Heating;100%
In tetrahydrofuran for 2h; Wittig reaction; Reflux;99%
In dichloromethane at 20℃; Wittig Olefination; Inert atmosphere;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C3H8N2O2

C3H8N2O2

C11H20N2O4Si
191088-70-7

C11H20N2O4Si

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

2,2',2''-triaminotriethylamine
4097-89-6

2,2',2''-triaminotriethylamine

N-furan-3-ylmethyl-N',N'-bis-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

N-furan-3-ylmethyl-N',N'-bis-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2585.74 Torr; for 24h;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N-furan-3-ylmethyl-N'-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

N-furan-3-ylmethyl-N'-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2585.74 Torr; for 24h;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

trimethyl phosphonoacetate
5927-18-4

trimethyl phosphonoacetate

Methyl 3-(3'-furanyl)prop-2-en-1-oate
99595-62-7

Methyl 3-(3'-furanyl)prop-2-en-1-oate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

nitromethane
75-52-5

nitromethane

3-(2-nitrovinyl)furan
53916-74-8

3-(2-nitrovinyl)furan

Conditions
ConditionsYield
With acetic acid; N-butylamine for 0.5h; Henry Nitro Aldol Condensation; Molecular sieve; Reflux;100%
With ammonium acetate at 90℃; for 1h; Henry reaction; Microwave irradiation;83%
With sodium methylate at 0℃; for 0.0833333h;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

trimethylsulfoxonium iodide
1774-47-6

trimethylsulfoxonium iodide

3-furyloxirane
158397-53-6

3-furyloxirane

Conditions
ConditionsYield
Stage #1: trimethylsulfoxonium iodide With potassium hydroxide; water In acetonitrile at 40℃; for 0.5h;
Stage #2: furan-3-carboxaldehyde In tetrahydrofuran at 40℃; for 18h;
100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

(S)-(tert-butyl) 2-(2-oxopropyl)pyrrolidine-1-carboxylate
1250851-46-7

(S)-(tert-butyl) 2-(2-oxopropyl)pyrrolidine-1-carboxylate

(2S)-(tert-butyl) 2-[4-(furan-3-yl)-4-hydroxy-2-oxobutyl]pyrrolidine-1-carboxylate
1621089-87-9

(2S)-(tert-butyl) 2-[4-(furan-3-yl)-4-hydroxy-2-oxobutyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl (2S)-2-(2'-oxopropyl)pyrrolidine-1-carboxylate With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In diethyl ether at -78℃; for 1h; Inert atmosphere;
Stage #2: furan-3-carboxaldehyde In diethyl ether at -78℃; for 5h; Inert atmosphere;
Stage #3: With dihydrogen peroxide In methanol; aq. phosphate buffer at 0 - 20℃; for 1h; pH=7.2; Inert atmosphere;
100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

allenylmagnesium bromide
18295-60-8

allenylmagnesium bromide

3-(1-hydroxybut-3-ynyl)furan
196957-16-1

3-(1-hydroxybut-3-ynyl)furan

Conditions
ConditionsYield
With mercury dichloride at -78 - 0℃;99%
In diethyl ether for 1h; Ambient temperature;98%
at -78 - 0℃;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

trans-3-furan-3-yl-acrylic acid ethyl ester
58963-70-5

trans-3-furan-3-yl-acrylic acid ethyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating / reflux;99%
In dichloromethane for 2h;96%
In dichloromethane94%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

allyl bromide
106-95-6

allyl bromide

(+/-)-1-(furan-3-yl)but-3-en-1-ol
283612-33-9

(+/-)-1-(furan-3-yl)but-3-en-1-ol

Conditions
ConditionsYield
With ammonium chloride; zinc In tetrahydrofuran Barbier reaction;99%
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 1h;98%
With ammonium chloride; zinc In tetrahydrofuran; water at 25℃; Barbier reaction;95%
With indium; sodium iodide In N,N-dimethyl-formamide at 20℃;
With zinc In tetrahydrofuran at 0 - 20℃;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

propargyl bromide
106-96-7

propargyl bromide

3-(1-hydroxybut-3-ynyl)furan
196957-16-1

3-(1-hydroxybut-3-ynyl)furan

Conditions
ConditionsYield
Stage #1: propargyl bromide With magnesium; mercury dichloride In diethyl ether at 0℃; for 3h;
Stage #2: furan-3-carboxaldehyde In diethyl ether at -78 - 0℃;
99%
Stage #1: propargyl bromide With magnesium; mercury dichloride In diethyl ether; toluene at 0℃; for 4h; Inert atmosphere;
Stage #2: furan-3-carboxaldehyde In diethyl ether; toluene at -78 - 0℃; for 0.666667h; Inert atmosphere;
97%
With zinc In diethyl ether; N,N-dimethyl-formamide; toluene at 20℃; for 12h; Inert atmosphere;94%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

acetylenemagnesium bromide
4301-14-8

acetylenemagnesium bromide

1-(furan-3-yl)-1-hydroxy-2-propyne
169377-39-3

1-(furan-3-yl)-1-hydroxy-2-propyne

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 5h;99%
In tetrahydrofuran at 0 - 23℃; Grignard reaction;99%
With ammonium chloride In tetrahydrofuran
In tetrahydrofuran at 0 - 25℃;
With ammonium chloride In tetrahydrofuran
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

furan-3-methanol
4412-91-3

furan-3-methanol

Conditions
ConditionsYield
With sodium tetrahydroborate; water In diethyl ether at 0℃; for 0.5h;99%
With sodium tetrahydroborate; water In diethyl ether at 0 - 20℃; for 0.5h;99%
With formic acid; [Ir(2,2':6',2'’-terpyridine)(1,10-phenanthroline)Cl](PF6)2; sodium formate In ethanol; water at 100℃; for 0.25h; pH=Ca. 5; Microwave irradiation; chemoselective reaction;98%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

5-hydroxy-4,6-dimethyl-3-heptanone
71699-33-7

5-hydroxy-4,6-dimethyl-3-heptanone

furan-3-carboxylic acid (1SR,2SR,3SR)-3-hydroxy-1-isopropyl-2-methylpentyl ester

furan-3-carboxylic acid (1SR,2SR,3SR)-3-hydroxy-1-isopropyl-2-methylpentyl ester

Conditions
ConditionsYield
Stage #1: furan-3-carboxaldehyde With samarium diiodide In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 5-hydroxy-4,6-dimethyl-3-heptanone In tetrahydrofuran at -15℃; for 1h; Evans-Tishchenko coupling reaction; Inert atmosphere; optical yield given as %de; diastereoselective reaction;
99%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

nitromethane
75-52-5

nitromethane

(S)-1-(furan-3-yl)-2-nitroethanol
1005420-80-3

(S)-1-(furan-3-yl)-2-nitroethanol

Conditions
ConditionsYield
With (2S,5R)-2-(methylaminomethyl)-1-methyl-5-phenylpyrrolidine; triethylamine; copper(ll) bromide In tetrahydrofuran at -25℃; for 72h; Henry Nitro Aldol Condensation; Inert atmosphere; Schlenk technique; enantioselective reaction;99%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

5-iodo-1-trimethylsilyl-1-pentyne
35761-91-2

5-iodo-1-trimethylsilyl-1-pentyne

1-(fur-3-yl)-6-(trimethylsilyl)hex-5-yn-1-ol

1-(fur-3-yl)-6-(trimethylsilyl)hex-5-yn-1-ol

Conditions
ConditionsYield
Stage #1: 5-iodo-1-trimethylsilyl-1-pentyne With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 1h; Inert atmosphere;
Stage #2: furan-3-carboxaldehyde In diethyl ether; pentane at -78 - 20℃; for 1h; Inert atmosphere;
99%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

1-(furan-3-yl)propan-1-ol
66346-65-4

1-(furan-3-yl)propan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 3h;98%
In tetrahydrofuran; diethyl ether at -20℃; for 2h;

498-60-2Relevant articles and documents

Rhodium-catalyzed reductive carbonylation of aryl iodides to arylaldehydes with syngas

Chen, Suqing,Liu, Zhenghui,Mu, Tiancheng,Wang, Peng,Yan, Zhenzhong,Yu, Dongkun,Zhao, Xinhui

, p. 645 - 656 (2020/05/14)

The reductive carbonylation of aryl iodides to aryl aldehydes possesses broad application prospects. We present an efficient and facile Rh-based catalytic system composed of the commercially available Rh salt RhCl3·3H2O, PPh3 as phosphine ligand, and Et3N as the base, for the synthesis of arylaldehydes via the reductive carbonylation of aryl iodides with CO and H2 under relatively mild conditions with a broad substrate range affording the products in good to excellent yields. Systematic investigations were carried out to study the experimental parameters. We explored the optimal ratio of Rh salt and PPh3 ligand, substrate scope, carbonyl source and hydrogen source, and the reaction mechanism. Particularly, a scaled-up experiment indicated that the catalytic method could find valuable applications in industrial productions. The low gas pressure, cheap ligand and low metal dosage could significantly improve the practicability in both chemical researches and industrial applications.

Peptidylarginine deiminase inhibitor and application thereof

-

Paragraph 0834; 0839; 0840; 0841, (2019/09/10)

The invention belongs to the technical field of medicine, and particularly relates to a peptidylarginine deiminase PAD4 inhibitor compound shown in a formula (I) or pharmaceutically acceptable salts,stereoisomers and tautomers thereof, as well as pharmaceutical compositions, pharmaceutical preparations and application thereof. X, Y, R1, R2, R3, R4, R5, R7, R8, R9, ring B and m are as defined in the specification. The compound has inhibitory effect on peptidylarginine deiminase PAD4, and can be used for treating various diseases, such as rheumatoid arthritis, vasculitis, systemic lupus erythematosus, ulcerative colitis, multiple sclerosis, cystic fibrosis, cancer, cutaneous lupus erythematosus, asthma and psoriasis.

Rhodium-Catalyzed Formylation of Aryl Halides with CO2 and H2

Liu, Zhenghui,Yang, Zhenzhen,Yu, Bo,Yu, Xiaoxiao,Zhang, Hongye,Zhao, Yanfei,Yang, Peng,Liu, Zhimin

, p. 5130 - 5134 (2018/09/13)

The reductive formylation of aryl iodides/bromides to aryl aldehydes using CO2/H2 is presented for the first time. It was realized over a catalytic system composed of RhI3 or RhI3/Pd(dppp)Cl2 (dppp = 1,3-bis(diphenyphosphino)propane) and PPh3 in the presence of Ac2O/Et3N at 100 °C, affording aromatic aldehydes in good to excellent yields, together with good functional-group tolerance and broad substrate scope. The reaction proceeds through three cascade steps, involving HCOOH formation, CO release, and formylation of aryl halides.

A 3 - furfural types of the product of preparation method (by machine translation)

-

Paragraph 0020; 0021, (2018/03/25)

The invention discloses a 3 - furfural such product of preparation method, selecting palladium catalyst, heteropoly acid catalyst and Lewis acid catalyst is dissolved in a concentration of 1 mol/L solvent three-opening in the bottle, the water bath is heated to 40 - 90 °C; selecting the α, β - unsaturated carboxylic acid ester and fatty aldehyde phase mixing, the mixed solution is added to the flask in, then in 40 - 90 °C stirring under reflux reaction; to after the completion of the reaction, adding the extractant after separating distilled under reduced pressure to obtain 3 - furfuryl acid esters, a reducing agent is added to the reaction flask in 3 - furfural types of product. This invention adopts the α, β - unsaturated carboxylic acid esters, aliphatic aldehydes and heteropoly acid catalyst and the like, are commonly used chemical reagent, low cost, easy operation, can carry out a large number of production, small pollution to the environment, it is environment-friendly reaction; at the same time the invention the provided 3 - furfural types of product, it is a kind of has a wide application prospect of intermediate, its downstream product synthesis and application of, with broad application prospect. (by machine translation)

Aerobic Oxidation of Alcohols to Carbonyl Compounds Catalyzed by N-Hydroxyphthalimide (NHPI) Combined with CoTPP-Zn2Al-LDH

Zhou, Weiyou,Chen, Dongwei,Cui, Aijun,Qian, Junfeng,He, Mingyang,Chen, Qun

, p. 295 - 299 (2017/03/23)

A catalytic system for the aerobic oxidation of alcohols by N-hydroxyphthalimide (NHPI) combined with cobalt porphyrin intercalated heterogeneous hybrid catalyst (CoTPP-Zn 2Al-LDH) has been developed. The results showed that this catalytic system can effectively catalyze the oxidation of alcohols to the corresponding carbonyl compounds. And the hybrid catalyst can be reused for five times with no appreciable reduction of activity. [Figure not available: see fulltext.]

Heterogeneous Sodium-Manganese Oxide Catalyzed Aerobic Oxidative Cleavage of 1,2-Diols

Escande, Vincent,Lam, Chun Ho,Coish, Philip,Anastas, Paul T.

supporting information, p. 9561 - 9565 (2017/08/01)

The aerobic oxidative cleavage of 1,2-diols using a heterogeneous catalyst only based on earth-abundant metals manganese and sodium is reported for the first time. This reusable catalyst cleaves a variety of substrates into aldehydes or ketones with high selectivity. The reaction requires small catalytic loadings and is performed under mild conditions using ambient pressure O2 or air as the oxidant while producing water as the only by-product. Mechanistic investigations reveal a monodentate, two-electron oxidative fragmentation process involving a MnIV species. The eco-friendly, innocuous catalyst is compatible with a wide range of functional groups and conditions, making it highly competitive with classical reagents, such as periodic acid or lead tetraacetate, as a preferred method for activated 1,2-diols.

A general and efficient zinc-catalyzed oxidation of benzyl alcohols to aldehydes and esters

Wu, Xiao-Feng

experimental part, p. 8912 - 8915 (2012/09/22)

Go green: A general and efficient zinc-catalyzed oxidation of benzyl alcohols has been developed. In the presence of a zinc catalyst, various aldehydes and esters have been prepared in good to excellent yields under mild conditions (see scheme).

Palladium-catalyzed direct oxidation of alkenes with molecular oxygen: General and practical methods for the preparation of 1, 2-diols, aldehydes, and ketones

Wang, Azhong,Jiang, Huanfeng

supporting information; experimental part, p. 2321 - 2326 (2010/07/04)

(Figure Presented) 1, 2-Diols, aldehydes, and ketones are important intermediates in chemical synthesis, and alkenes are possible precursors for 1, 2-diols, aldehydes, and ketones. Herein, novel and environmentally benign methods for palladium-catalyzed dihydroxylation and oxidative cleavage of olefins with oxygen as sole oxidant are presented. The cleavage reactions were performed with acid as additive in aqueous solution, whereas 1, 2-diols were formed in the presence of base. A broad substrate scope has been demonstrated allowing monosubstituted aromatic and aliphatic terminal alkenes, 1, 2-disubstituted, and 1, 1-disubstituted olefins. The cleavage reactions of dioxo-PdII complexes implicate 1, 2-diol might act as a key intermediate of olefin cleavage.

GAS PHASE REACTION PROCESS FOR POLYHYDRIC COMPOUNDS

-

Page/Page column 20-21, (2008/12/07)

The present invention provides processes for the gas phase conversion of a polyhydric feedstock into an oxygen-containing product. The polyhydric feedstock comprises water and at least one polyhydric compound having from about four to about twelve carbon atoms and more than three hydroxyl groups. Also provided are processes for the separation of the oxygen-containing product from the reaction product mixture.

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