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611-13-2

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611-13-2 Usage

Chemical Description

Methyl 2-furoate is an ester with the chemical formula C6H6O3, commonly used as a flavoring agent.

Description

Methyl 2-furoate has a pleasant, fruity odor similar to mushroom, fungus or tobacco with a sweet, tart, fruity taste that is quite heavy. May be prepared from 2-furoic acid in methanol solution in the presence of HCL as catalyst (oxidation or Carmizzaro reaction).

Chemical Properties

Different sources of media describe the Chemical Properties of 611-13-2 differently. You can refer to the following data:
1. Methyl furoate has a pleasant, fruity odor similar to mushroom, fungus or tobacco with a sweet, tart, fruity taste that is quite heavy
2. Colorless to light yellow liqui

Occurrence

Reported found in cranberry, guava, baked potato, raisin, papaya, blackberry, baked potato, tomato, cognac, coffee, filbert, peanut, cocoa, passion fruit, almonds, tamarind, soursop, dried bonito, kiwifruit, mountain papaya, wild rice, okra, grape brandy and roasted hazelnut.

Uses

Methyl 2-furoate (Methyl furan-2-carboxylate, Methyl pyromucate) was used to synthesize cis-fused 5-oxofuro[2,3-b]furans. It was also used in the preparation of sesquiterpene lactone.

Preparation

From 2-furoic acid in methanol solution in the presence of HCl as catalyst (oxidation or Carmizzaro reaction)

Aroma threshold values

Aroma characteristics at 1.0%: musty, sweet caramel, fruity, cocoa, bready and slightly rubbery.

Taste threshold values

Taste characteristics at 20 ppm: brothy, yeasty, caramellic and burnt with a sweet bready, acetoin, buttery nuance

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 37, p. 3225, 1989 DOI: 10.1248/cpb.37.3225

General Description

Methyl 2-furoate has been identified as one of the volatile flavor compounds in tequila, okra, berrycactus and black currant juice.

Safety Profile

Poison by intraperitoneal route. A skin irritant and lachrymator. When heated to decomposition it emits acrid smoke and irritating fumes.

Check Digit Verification of cas no

The CAS Registry Mumber 611-13-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 1 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 611-13:
(5*6)+(4*1)+(3*1)+(2*1)+(1*3)=42
42 % 10 = 2
So 611-13-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H6O3/c1-8-6(7)5-3-2-4-9-5/h2-4H,1H3

611-13-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A14009)  Methyl 2-furoate, 98+%   

  • 611-13-2

  • 25g

  • 211.0CNY

  • Detail
  • Alfa Aesar

  • (A14009)  Methyl 2-furoate, 98+%   

  • 611-13-2

  • 100g

  • 641.0CNY

  • Detail
  • Alfa Aesar

  • (A14009)  Methyl 2-furoate, 98+%   

  • 611-13-2

  • 500g

  • 2872.0CNY

  • Detail
  • Aldrich

  • (129852)  Methyl2-furoate  98%

  • 611-13-2

  • 129852-25G

  • 266.76CNY

  • Detail

611-13-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 2-furoate

1.2 Other means of identification

Product number -
Other names 2-Furancarboxylic acid, methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:611-13-2 SDS

611-13-2Synthetic route

furfural
98-01-1

furfural

methanol
67-56-1

methanol

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With oxygen at 120℃; under 3750.38 Torr; for 12h; Temperature; Reagent/catalyst; Autoclave;99.9%
at 100℃; under 4137.29 - 15514.9 Torr; for 3h; Temperature; Pressure;98%
With dihydrogen peroxide; Al1.3SiW12O40 at 80 - 250℃; Reagent/catalyst;96%
2-furanoic acid
88-14-2

2-furanoic acid

dimethyl dicarbonate
4525-33-1

dimethyl dicarbonate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;99%
With dmap In tetrahydrofuran for 88h;97%
methanol
67-56-1

methanol

2-furanoic acid
88-14-2

2-furanoic acid

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With phosphotungstic acid for 4h; Reflux;98%
With sulfuric acid for 4h; Reflux;93%
With potassium carbonate In ethyl acetate for 1.5h; Heating;92%
methanol
67-56-1

methanol

2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
at 20℃; for 24h;97%
for 1h; Heating; Yield given;
With triethylamine at 20℃; for 1h; Inert atmosphere;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

methanol
67-56-1

methanol

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide for 3h; Irradiation;96%
With PdCoBi/C; oxygen; potassium carbonate at 60℃; under 760.051 Torr; for 14h; Schlenk technique; Green chemistry;96%
With oxygen at 20℃; for 12h; Irradiation;93%
furan
110-00-9

furan

methanol
67-56-1

methanol

tetrachloromethane
56-23-5

tetrachloromethane

A

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

B

furan-2,5-dicarboxylic acid dimethyl ester
4282-32-0

furan-2,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With copper(l) iodide at 120℃; for 6h; Inert atmosphere; Autoclave;A 95%
B 5%
With copper(l) iodide at 140℃; for 0.5h; Inert atmosphere; Autoclave;A 60%
B 40%
2-furanoic acid
88-14-2

2-furanoic acid

methyl iodide
74-88-4

methyl iodide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With IRA 904 In acetonitrile 2.) 25 deg C, 10 h;94%
2-furanoic acid
88-14-2

2-furanoic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid at 80 - 85℃; for 7.5h; Neat (no solvent);92.4%
2-furanoic acid
88-14-2

2-furanoic acid

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With potassium bromide In N,N-dimethyl-formamide at 130℃; for 12h; Schlenk technique; chemoselective reaction;90%
methanol
67-56-1

methanol

3-(furan-2-carbonyl)oxazolidin-2-one
1394836-09-9

3-(furan-2-carbonyl)oxazolidin-2-one

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In toluene at 25℃; for 12h; Sealed tube; Inert atmosphere; Green chemistry; chemoselective reaction;88%
methyl 3-aminofuran-2-carboxylate
956034-04-1

methyl 3-aminofuran-2-carboxylate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With isopentyl nitrite In tetrahydrofuran at 120℃; under 5250.53 Torr; for 0.333333h;88%
methanol
67-56-1

methanol

furan-2-yl(1H-pyrrol-1-yl)methanone

furan-2-yl(1H-pyrrol-1-yl)methanone

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In toluene at 20℃; for 1h; Sealed tube; chemoselective reaction;87%
methanol
67-56-1

methanol

furil
492-94-4

furil

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With sodium cyanide; potassium iodide at 15℃; Electrochemical reaction;86%
methanol
67-56-1

methanol

Furan-2-yl-indol-1-yl-methanone
74117-32-1

Furan-2-yl-indol-1-yl-methanone

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With triethylamine for 2.5h;83%
N-methoxyfuran-2-carboxamide
42361-45-5

N-methoxyfuran-2-carboxamide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 85℃; for 1.5h; Electrolysis;83%
methanol
67-56-1

methanol

prop-2-enyl furan-2-carboxylate
4208-49-5

prop-2-enyl furan-2-carboxylate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
at 400℃; for 0.05h; Temperature; Supercritical conditions; Flow reactor; High pressure;82%
2-furanoic acid
88-14-2

2-furanoic acid

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With copper(II) chloride monohydrate; dihydrogen peroxide; oxygen; potassium carbonate; calcium chloride at 80℃; for 15h; Sealed tube; Green chemistry;81%
furfural
98-01-1

furfural

methanol
67-56-1

methanol

A

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

B

trans-azobenzene
17082-12-1

trans-azobenzene

C

trans-azoxybenzene
20972-43-4, 21650-65-7, 495-48-7

trans-azoxybenzene

Conditions
ConditionsYield
With nitrobenzene; triethylamine; N-methyl-4,5-dimethylthiazolium iodide at 60℃; for 96h; Heating;A 79%
B n/a
C n/a
furfural
98-01-1

furfural

potassium methanolate
865-33-8

potassium methanolate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tellurium; bismuth (III) nitrate pentahydrate; 5%-palladium/activated carbon; oxygen In methanol at 60℃; under 760.051 Torr; for 8h;76%
2-bromofuran
584-12-3

2-bromofuran

methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

A

2-furanoic acid
88-14-2

2-furanoic acid

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 42h; Irradiation;A 2%
B 72%
2-bromofuran
584-12-3

2-bromofuran

carbon monoxide
201230-82-2

carbon monoxide

A

2-furanoic acid
88-14-2

2-furanoic acid

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 42h; Irradiation;A 2%
B 72%
furan-2-carbonyl fluoride
31174-04-6

furan-2-carbonyl fluoride

tris(2,4,6-trimethoxyphenyl)phosphine
91608-15-0

tris(2,4,6-trimethoxyphenyl)phosphine

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
In toluene at 130℃; for 24h; Schlenk technique; Inert atmosphere;70%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-furanoic acid
88-14-2

2-furanoic acid

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With copper doped mesoporous polymelamine-formaldehyde In water; dimethyl sulfoxide at 100℃; for 16h; Catalytic behavior;65%
With copper quinolate In water; dimethyl sulfoxide at 120℃; for 24h;44%
Stage #1: tert.-butylhydroperoxide; 2-furanoic acid In water; dimethyl sulfoxide
Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;
82 %Chromat.
furan
110-00-9

furan

methyl chloroformate
79-22-1

methyl chloroformate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
Stage #1: furan With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; cadmium(II) chloride-N,N,N',N'-tetramethylethylenediamine In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;
Stage #2: methyl chloroformate In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; chemoselective reaction;
60%
2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane

2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl iodide
74-88-4

methyl iodide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane; di-tert-butyl dicarbonate With 4,4'-dimethyl-2,2'-bipyridines; lithium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 30℃; for 6h; Inert atmosphere; Schlenk technique;
Stage #2: methyl iodide In N,N-dimethyl acetamide at 30℃; for 2h; Schlenk technique;
43%
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

3-furan-2-yl-propenal
623-30-3

3-furan-2-yl-propenal

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With oxygen; potassium carbonate at 140℃; under 2250.23 Torr; for 4h; Reagent/catalyst;A 21%
B n/a
With oxygen at 140℃; under 2250.23 Torr; for 4h; Reagent/catalyst; Autoclave;A 61.6 %Chromat.
B 37 %Chromat.
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

potassium methanolate
865-33-8

potassium methanolate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tellurium; bismuth (III) nitrate pentahydrate; 5%-palladium/activated carbon; oxygen In methanol at 60℃; under 760.051 Torr; for 8h;19%
furfural
98-01-1

furfural

methanol
67-56-1

methanol

A

2-furanoic acid
88-14-2

2-furanoic acid

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; calcium chloride at 65℃; for 48h;A n/a
B 9%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With methanol; magnesium methanolate; Petroleum ether
Multi-step reaction with 2 steps
1: 18-crown-6 ether; potassium fluoride / tetrahydrofuran / 24 h / 40 °C / Schlenk technique; Inert atmosphere
2: toluene / 24 h / 130 °C / Schlenk technique; Inert atmosphere
View Scheme
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

2-furanoic acid
88-14-2

2-furanoic acid

Conditions
ConditionsYield
With potassium carbonate; thiophenol In 1-methyl-pyrrolidin-2-one at 190℃; for 0.166667h; Substitution;100%
With potassium fluoride; thiophenol In various solvent(s) at 190℃; for 0.166667h;90%
With potassium fluoride; thiophenol In 1-methyl-pyrrolidin-2-one for 0.166667h; Heating;90%
2,5-bis(methylsulfonyl)-thiophene-1,1-dioxide
852848-12-5

2,5-bis(methylsulfonyl)-thiophene-1,1-dioxide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

methyl 4,7-bis(methylsulfonyl)-3a,7a-dihydro-1-benzofuran-2-carboxylate

methyl 4,7-bis(methylsulfonyl)-3a,7a-dihydro-1-benzofuran-2-carboxylate

Conditions
ConditionsYield
In 1,1,2,2-tetrachloroethylene at 100℃;100%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

2-chloro-5-methylsulfonyl-thiophene-1,1-dioxide
357199-99-6

2-chloro-5-methylsulfonyl-thiophene-1,1-dioxide

methyl 7-chloro-4-methylsulfonyl-3a,7a-dihydro-1-benzofuran-2-carboxylate

methyl 7-chloro-4-methylsulfonyl-3a,7a-dihydro-1-benzofuran-2-carboxylate

Conditions
ConditionsYield
In 1,1,2,2-tetrachloroethylene at 100℃;100%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

N-methoxy-N-methyl-2-furancarboxamide
95091-92-2

N-methoxy-N-methyl-2-furancarboxamide

Conditions
ConditionsYield
With dimethylaluminum chloride In hexane; dichloromethane for 0.5h; Ambient temperature;99%
Stage #1: 2-furoic acid methyl ester; N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran at -20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With isopropylmagnesium chloride In tetrahydrofuran; diethyl ether at -20℃; for 0.416667h; Inert atmosphere;
85%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With ethanol; [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II) at 100℃; for 24h; Inert atmosphere; Sealed tube; Darkness;99%
With C13H34BFeNOP2; hydrogen In tetrahydrofuran at 100℃; under 22502.3 Torr; for 18h; Autoclave; Inert atmosphere;95%
With [Ru(2-(methylthio)-N-[(pyridin-2-yl)methyl]ethan-1-amine)(triphenylphosphine)Cl2]; potassium tert-butylate; hydrogen In toluene at 80℃; under 37503.8 Torr; for 10h;80%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

methyl 5-formylfuran-2-carboxylate
5904-71-2

methyl 5-formylfuran-2-carboxylate

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane at 50℃; for 24h; Temperature; Solvent; Reagent/catalyst;99%
Multi-step reaction with 2 steps
1: formic acid; aqueous sulfuric acid
2: aqueous nitric acid
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sulfuric acid
2: aqueous nitric acid
View Scheme
Multi-step reaction with 2 steps
1: chloroform; iron (III)-chloride; sodium sulfate / Reagens 4: Chlorwasserstoff
2: aqueous nitric acid
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sulfuric acid; paraformaldehyde
2: aqueous nitric acid
View Scheme
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-furancarboxylic acid methyl ester

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-furancarboxylic acid methyl ester

Conditions
ConditionsYield
With (iPrPNP)CoCH2SiMe3 In neat (no solvent) at 23℃; for 0.166667h; Reagent/catalyst; Temperature; Inert atmosphere; Glovebox;99%
With (iPrPNP)CoCH2SiMe3 In neat (no solvent) at 23℃; for 0.166667h; Reagent/catalyst;99%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

benzylamine
100-46-9

benzylamine

furan-2-carboxylic acid benzylamide
10354-48-0

furan-2-carboxylic acid benzylamide

Conditions
ConditionsYield
With 14C2H2F3O(1-)*6C4H8O*La2Na8(14+) at 80℃; for 6h; Inert atmosphere;99%
With niobium(V) oxide In neat (no solvent) at 140℃; for 30h; Molecular sieve; Inert atmosphere;87%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

tris(methylthio)methane
5418-86-0

tris(methylthio)methane

A

tetrathioorthocarbonic acid tetramethyl ester
6156-25-8

tetrathioorthocarbonic acid tetramethyl ester

B

1-Furan-2-yl-2,2-bis-methylsulfanyl-ethanone

1-Furan-2-yl-2,2-bis-methylsulfanyl-ethanone

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane 1.) -95 deg C, 2 h, 2.) -78 deg C, 30 min;A n/a
B 97%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

formaldehyd
50-00-0

formaldehyd

methyl 5-(chloromethyl)-2-furoate
2144-37-8

methyl 5-(chloromethyl)-2-furoate

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; zinc(II) chloride In dichloromethane; water at 0 - 20℃;95%
With hydrogenchloride; zinc(II) chloride In dichloromethane at 35℃; for 2.5h;67%
With hydrogenchloride; zinc(II) chloride In dichloromethane at 35℃;66%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

ethyl bromoacetate
105-36-2

ethyl bromoacetate

Ethyl 2-furoate
614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
Stage #1: ethyl bromoacetate With zinc In tetrahydrofuran at 50 - 55℃; for 0.333333h;
Stage #2: 2-furoic acid methyl ester In tetrahydrofuran for 8h; Heating;
95%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

acetic anhydride
108-24-7

acetic anhydride

furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester; acetic anhydride With aluminium(III) chloride hexahydrate In dichloromethane at 0 - 20℃; for 4h;
Stage #2: With sodium hypochlorite; water; sodium hydroxide at 0℃; for 2h;
95%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

ethanolamine
141-43-5

ethanolamine

N-(2-hydroxyethyl)amide of furan-2-carboxylic acid
107973-15-9

N-(2-hydroxyethyl)amide of furan-2-carboxylic acid

Conditions
ConditionsYield
94%
With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In acetonitrile at 20℃; for 15h; Schlenk technique; Inert atmosphere;94%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

acetyl chloride
75-36-5

acetyl chloride

furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester; acetyl chloride With iron(III) chloride In dichloromethane at 0 - 20℃; for 4h;
Stage #2: With sodium hypochlorite; water; sodium hydroxide at 0℃; for 2h; Solvent; Reagent/catalyst;
94%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

(phenylmethylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane)

(phenylmethylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane)

1-(furan-2-yl)-2-phenylethanone
86607-65-0

1-(furan-2-yl)-2-phenylethanone

Conditions
ConditionsYield
With lithium tert-butoxide In tetrahydrofuran at 23℃; for 3h; Glovebox;94%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

A

methyl furan-2-carbodithioate
35972-85-1

methyl furan-2-carbodithioate

B

O-methyl furan-2-carbothiono ester
76190-23-3

O-methyl furan-2-carbothiono ester

Conditions
ConditionsYield
With Lawessons reagent In xylene for 10h; Heating;A n/a
B 93%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

1-octadecanol
112-92-5

1-octadecanol

octadecyl furan-2-carboxylate
82701-01-7

octadecyl furan-2-carboxylate

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester; 1-octadecanol In xylene for 0.5h; Heating;
Stage #2: With TiO(acac)2 In xylene for 13h; Heating;
93%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

methyl 5-nitrofuran-2-carboxylate
1874-23-3

methyl 5-nitrofuran-2-carboxylate

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester With nitric acid; acetic anhydride at -5℃; for 2h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at -5 - 20℃; for 2h;
90%
Stage #1: 2-furoic acid methyl ester With nitric acid; acetic anhydride at -5℃; for 2h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at -5 - 20℃; for 15h;
90%
With nitric acid In dichloromethane; acetic anhydride 1.) Ac2O,CH2Cl2, -5 deg C, 2h 2.) Ac2O,CH2Cl2, room temp, 5h;85%
With nitric acid; acetic anhydride; N-ethyl-N,N-diisopropylamine 1) -5 deg C, 4 h; 2) CH2Cl2, rt, 15 h; Yield given. Multistep reaction;
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

potassium trimethylsilonate
10519-96-7

potassium trimethylsilonate

potassium furan-2-carboxylate
20842-02-8

potassium furan-2-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran90%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

furan-2-carboxylic acid amide
609-38-1

furan-2-carboxylic acid amide

Conditions
ConditionsYield
With amino(methyl)aluminum chloride In benzene at 50℃; for 12h;89%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)furan-2-carboxamide

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)furan-2-carboxamide

Conditions
ConditionsYield
With N,N'-Mes2imidazol-2-ylidene In tetrahydrofuran at 23℃; for 24h;89%
With 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In tetrahydrofuran at 23 - 25℃; Inert atmosphere;75%

611-13-2Relevant articles and documents

Oxidative esterification of renewable furfural on cobalt dispersed on ordered porous nitrogen-doped carbon

Yin, Defeng,Zheng, Yanxia,Yang, Lixi,Li, Shuyue,Zhu, Daqing,Guo, Yafei,Zuo, Cuncun,Li, Yuchao,Huang, Haofei,Wang, Ming

, p. 3280 - 3287 (2021)

A series of highly dispersed cobalt-based catalysts on N-doped ordered porous carbon (Co-NOPC) were synthesized using the sacrificiallate method. MCM-41, ZSM-5 and SBA-15 were employed as hard templates with 2,2′-bipyridine as the ligand. The physical and

On the nature of the active sites in the selective oxidative esterification of furfural on Au/ZrO2 catalysts

Ampelli,Barbera,Centi,Genovese,Papanikolaou,Perathoner,Schouten,van der Waal

, p. 127 - 134 (2016)

Two catalysts, based on gold on zirconia and prepared in the same way, except for the different thermal treatment in air after the addition of gold (0.4% wt), show a quite different behavior in furfural oxidative esterification, particularly in the select

Ultrahigh-Content Nitrogen-doped Carbon Encapsulating Cobalt NPs as Catalyst for Oxidative Esterification of Furfural

Wang, Ting,Ma, Hong,Liu, Xin,Luo, Yang,Zhang, Shujing,Sun, Yuxia,Wang, Xinhong,Gao, Jin,Xu, Jie

, p. 1515 - 1522 (2019)

It is an attractive and challenging topic to endow non-noble metal catalysts with high efficiency via a nitrogen-doping approach. In this study, a nitrogen-doped carbon catalyst with high nitrogen content encapsulating cobalt NPs (CoOx@N-C(g))

A tunable process: Catalytic transformation of renewable furfural with aliphatic alcohols in the presence of molecular oxygen

Tong, Xinli,Liu, Zonghui,Yu, Linhao,Li, Yongdan

, p. 3674 - 3677 (2015)

The tunable transformation of renewable furfural with aliphatic alcohols in the presence of O2 is developed. Based on a nano Au catalyst and potassium carbonate, a 91.8% yield of methyl 2-furoate with 98.7% selectivity is obtained via the oxidative esterification in a furfural-methanol-O2 system; while a 91.4% yield of 3-(furan-2-yl-)-2-methylacrylaldehyde with 97.2% selectivity is attained via the oxidative condensation in a furfural-n-propanol-O2 system. This journal is

Oxidation of furfural with H2O2 in the presence of a photogenerated iron catalyst

Moulines, Francoise,Ruiz, Jaime,Astruc, Didier

, p. C13 - C14 (1988)

Visible irradiation of a methanolic solution of furfural containing dilute aqueous H2O2 and PF6 (1: R=H, Cl or CH3) as catalyst yields methyl 2-furoate quantitatively.After photodecomplexation, the inorganic FeII,III catalyst can b

Method for preparing carboxylic ester compounds by oxidizing and breaking carbon-carbon bonds of secondary alcohol compounds

-

Paragraph 0078-0079; 0092, (2021/06/02)

The invention discloses a method for preparing carboxylic ester compounds by oxidizing and breaking carbon-carbon bonds of secondary alcohol compounds. The method comprises the following steps: adding a secondary alcohol compound, an additive and a nitrogen-doped mesoporous carbon loaded monatomic catalyst into a fatty primary alcohol solvent, putting into a pressure container, sealing, introducing oxygen source gas with a certain pressure, controlling the pressure of the oxygen source gas to be 0.1-1 MPa and the reaction temperature to be 80-150 DEG C, and obtaining a product after the reaction to be the carboxylic ester compound. The nitrogen-doped mesoporous carbon-loaded monatomic catalyst adopted by the invention is high in activity, the highest separation yield of the carboxylic ester compound as a reaction product reaches 99%, the method is wide in application range, the reaction conditions are easy to control, the catalyst can be recycled, the post-treatment is simple, and the method is suitable for industrial production.

One-pot synthesis of dimethyl succinate from D-fructose using Amberlyst-70 catalyst

He, Liangtu,Huang, Yuzhang,Len, Christophe,Liu, Lei,Miao, Xinge,Wang, Yantao,Yang, Weiran

, (2021/05/19)

Dimethyl succinate (DMS), an important building block of bio-based platform chemicals, was produced from D-fructose under one-pot and metal-free conditions for the first time. In the presence of 1.5 mmol D-fructose, 75 mg Amberlyst-70 and 10 bar O2/

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