Welcome to LookChem.com Sign In|Join Free

CAS

  • or

496-16-2

Post Buying Request

496-16-2 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 2,3-Dihydrobenzofuran CAS 496-16-2 Coumaran CAS no 496-16-2 2,3-Dihydro-1-benzofuran

    Cas No: 496-16-2

  • USD $ 3.5-5.0 / Kiloliter

  • 5 Kiloliter

  • 3000 Metric Ton/Month

  • Chemwill Asia Co., Ltd.
  • Contact Supplier

496-16-2 Usage

Chemical Properties

Colorless to light yellow liqui

Uses

2,3-dihydrobenzofuran is widely used in the synthesis of tricyclic compounds and is also an intermediate raw material for the synthesis of some important drugs. It is used in the synthesis of antitumor agents benzofuran sulfonylureas, HIV protease inhibitor amino acid hydroxyethylenesulfonyl, matrix metalloproteinase inhibitor aryl sulfinyl isoxime hydroxamic acid, etc.

Definition

ChEBI: 2,3-dihydrobenzofuran is a member of the class of 1-benzofurans that is the 2,3-dihydroderivative of benzofuran. It has a role as a metabolite.

General Description

Biotransformation of 2,3-dihydrobenzofuran using intact cells of Pseudomonas putida UV4 has been investigated. 2,3-Dihydrobenzofuran is the intermediate formed during catalytic hydrodeoxygenation of benzofuran.

Check Digit Verification of cas no

The CAS Registry Mumber 496-16-2 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 6 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 496-16:
(5*4)+(4*9)+(3*6)+(2*1)+(1*6)=82
82 % 10 = 2
So 496-16-2 is a valid CAS Registry Number.

496-16-2 Well-known Company Product Price

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

  • (A11368)  2,3-Dihydrobenzo[b]furan, 98%   

  • 496-16-2

  • 5g

  • 312.0CNY

  • Detail
  • Alfa Aesar

  • (A11368)  2,3-Dihydrobenzo[b]furan, 98%   

  • 496-16-2

  • 25g

  • 972.0CNY

  • Detail
  • Alfa Aesar

  • (A11368)  2,3-Dihydrobenzo[b]furan, 98%   

  • 496-16-2

  • 100g

  • 3658.0CNY

  • Detail
  • Aldrich

  • (183962)  2,3-Dihydrobenzofuran  99%

  • 496-16-2

  • 183962-5G

  • 625.95CNY

  • Detail
  • Aldrich

  • (183962)  2,3-Dihydrobenzofuran  99%

  • 496-16-2

  • 183962-25G

  • 2,166.84CNY

  • Detail

496-16-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-dihydrobenzofuran

1.2 Other means of identification

Product number -
Other names 2,3-Dihydrobenzo[b]furan

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:496-16-2 SDS

496-16-2Synthetic route

1-benzofurane
271-89-6

1-benzofurane

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With methanol; palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction;99%
With hydrogen In methanol at 80 - 90℃; under 750.075 - 22502.3 Torr; Reagent/catalyst; Autoclave;97.8%
With ethanol; (BQ‑NCOP)IrHCl; sodium t-butanolate at 60℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;96%
2-(2-iodophenyl)ethan-1-ol
26059-40-5

2-(2-iodophenyl)ethan-1-ol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With copper(l) iodide; sodium t-butanolate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Molecular sieve;99%
Multi-step reaction with 3 steps
1.1: triphenylphosphine; iodine; 1H-imidazole / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere; Darkness
2.1: silver(l) oxide / N,N-dimethyl-formamide / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere
View Scheme
2-(2-chlorophenyl)-1-ethanol
19819-95-5

2-(2-chlorophenyl)-1-ethanol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With Ru/Al2O3; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1.5h; Temperature; Microwave irradiation;96.2%
With copper(l) iodide; 8-quinolinol; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 120℃; Inert atmosphere;82%
With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 23h;72%
With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 23h;72%
With potassium phosphate; C22H28NP; palladium diacetate In toluene at 60℃; for 20h;51 % Chromat.
2-bromophenylethyl alcohol
1074-16-4

2-bromophenylethyl alcohol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With copper(l) iodide; lithium tert-butoxide In 1,4-dioxane at 100℃;96%
With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 26h;87%
With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 26h;87%
2-(2-hydroxyphenyl)ethanol
7768-28-7

2-(2-hydroxyphenyl)ethanol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With sodium methylate In carbonic acid dimethyl ester; acetonitrile for 2h; Inert atmosphere;95%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; carbonic acid dimethyl ester at 90℃; for 8h; Reagent/catalyst; Time;93%
Stage #1: 2-(2-hydroxyphenyl)ethanol With sodium hydride In mineral oil at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With trimethyl phosphite In mineral oil at 20℃; for 24h; Inert atmosphere;
90%
1-benzofurane
271-89-6

1-benzofurane

1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 92%
B 95%
1-benzofurane
271-89-6

1-benzofurane

1,2,3,4-tetrahydro-9H-fluorene
17057-95-3

1,2,3,4-tetrahydro-9H-fluorene

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
A 92%
B n/a
1-iodo-2-(2-iodo-ethoxy)-benzene

1-iodo-2-(2-iodo-ethoxy)-benzene

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
Stage #1: 1-iodo-2-(2-iodo-ethoxy)-benzene With isopropylmagnesium chloride In tetrahydrofuran at -30℃; for 1h;
Stage #2: In tetrahydrofuran at 25℃; for 2h;
Stage #3: In tetrahydrofuran
87%
2-(2-Bromoethyl)phenol
57027-75-5

2-(2-Bromoethyl)phenol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 3h; Heating;86%
With sodium hydroxide; benzene
With water
2-(2-bromophenoxy)ethyl 4-methylbenzenesulfonate
94897-00-4

2-(2-bromophenoxy)ethyl 4-methylbenzenesulfonate

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With copper(l) iodide; lithium methanolate; magnesium In tetrahydrofuran at 0℃; for 24h; Inert atmosphere; Schlenk technique;85%
2-(2-hydroxyphenyl)ethanol
7768-28-7

2-(2-hydroxyphenyl)ethanol

Vilsmeier reagent
3724-43-4, 149409-22-3

Vilsmeier reagent

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With triethylamine In dichloromethane Ambient temperature;80%
1-(2-bromoethoxy)-2-iodobenzene
57056-94-7

1-(2-bromoethoxy)-2-iodobenzene

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
Stage #1: 1-(2-bromoethoxy)-2-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -30℃; for 1h;
Stage #2: In tetrahydrofuran at 25℃; for 2h;
Stage #3: In tetrahydrofuran
79%
2-bromophenyl 2-chloroethyl ether
64010-12-4

2-bromophenyl 2-chloroethyl ether

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With magnesium; ethylene dibromide In tetrahydrofuranA 76%
B n/a
C n/a
5-methyl-1,10-phenanthroline
3002-78-6

5-methyl-1,10-phenanthroline

2-bromophenylethyl alcohol
1074-16-4

2-bromophenylethyl alcohol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With CuI; caesium carbonate In dodecane; toluene72%
1-(2-bromoethoxy)-2-bromobenzene
18800-28-7

1-(2-bromoethoxy)-2-bromobenzene

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -100 - -95℃; for 0.5h;69%
With diethyl ether; sodium
benzofuran-2(3H)-one
553-86-6

benzofuran-2(3H)-one

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With aluminium(III) triflate; tris(2,4-pentanedionato)ruthenium(III); hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 160℃; under 45603.1 Torr; for 12h; Autoclave;65%
Multi-step reaction with 2 steps
1: Lawesson's reagent / toluene / Heating
2: Raney nickel / diethyl ether / 1.) -15 deg C, 2.) -10 deg C, 2 min
View Scheme
2-(2-iodophenyl)ethyl tert-butyl peroxide
1592933-65-7

2-(2-iodophenyl)ethyl tert-butyl peroxide

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere;58%
2-(2-hydroxyphenyl)ethanol
7768-28-7

2-(2-hydroxyphenyl)ethanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

2-(2'-hydrophenyl)ethyl methyl carbonate

2-(2'-hydrophenyl)ethyl methyl carbonate

Conditions
ConditionsYield
With sodium methylate for 7h; Reflux; Inert atmosphere;A 55%
B 31%
With sodium methylate at 90℃; for 24h;A 6%
B 21%
2-aminophenethyl alcohol
5339-85-5

2-aminophenethyl alcohol

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

2-(2-hydroxyphenyl)ethanol
7768-28-7

2-(2-hydroxyphenyl)ethanol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite at 0 - 50℃; for 1h;A 35%
B 50%
2-methoxyphenethyl alcohol
7417-18-7

2-methoxyphenethyl alcohol

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

2-(2-Bromoethyl)phenol
57027-75-5

2-(2-Bromoethyl)phenol

Conditions
ConditionsYield
With hydrogen bromide; acetic acidA 36%
B 46%
1-benzofurane
271-89-6

1-benzofurane

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With 15-crown-5; sodium; isopropyl alcohol In tetrahydrofuran at 0℃; for 0.0833333h; Birch Reduction; chemoselective reaction;A 42%
B 39%
With ethanol; sodium
With ethanol; sodium
With 15-crown-5; sodium In tetrahydrofuran; isopropyl alcohol; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Overall yield = 75 %; Overall yield = 45 mg;
1-bromo-2-methoxy-3-methylbenzene
52200-69-8

1-bromo-2-methoxy-3-methylbenzene

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With palladium(0)bis(tricyclohexylphosphine); cesium pivalate In toluene at 140℃; for 16h; Inert atmosphere; Sealed tube; Glovebox;40%
1-benzofurane
271-89-6

1-benzofurane

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

4,7-dihydrobenzofuran
99636-24-5

4,7-dihydrobenzofuran

Conditions
ConditionsYield
With sodium In methanol; diethyl ether; ammonia for 0.166667h;A 34%
B 36%
With tetrabutylammonium tetrafluoroborate In tetrahydrofuran; water at 0℃; electrolysis (mercury cathode, platinum flag anode, silver wire reference electrode, constant current 4-32 mA cm-2); Yield given. Yields of byproduct given;
3,4-epoxy-chroman
6538-94-9

3,4-epoxy-chroman

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
In cyclohexane for 6h; Ambient temperature; Irradiation;36%
(Trimethylsilyl)(o-methoxyphenyl)methanol
75311-63-6

(Trimethylsilyl)(o-methoxyphenyl)methanol

A

1-benzofurane
271-89-6

1-benzofurane

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
In benzene at 600℃;A 16%
B 28%
[(2-Methoxy-phenyl)-phenylmethanesulfonyl-methylene]-triphenyl-λ5-phosphane
134749-74-9

[(2-Methoxy-phenyl)-phenylmethanesulfonyl-methylene]-triphenyl-λ5-phosphane

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

(E)-2-methoxystilbene
52805-92-2

(E)-2-methoxystilbene

C

(Z)-1-(2-methoxyphenyl)-2-phenylethene
1898-14-2

(Z)-1-(2-methoxyphenyl)-2-phenylethene

D

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

Conditions
ConditionsYield
at 600℃; under 0.001 - 0.1 Torr; for 1h; Yields of byproduct given. Title compound not separated from byproducts;A 7%
B n/a
C n/a
D 11 % Spectr.
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With zinc(II) chloride
With manganese(ll) chloride; zinc(II) chloride at 200℃; for 3h; Temperature;
1-(2-bromoethoxy)-2-chlorobenzene
18800-26-5

1-(2-bromoethoxy)-2-chlorobenzene

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With diethyl ether; sodium
2-aminophenethyl alcohol
5339-85-5

2-aminophenethyl alcohol

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite Erwaermen der Diazoniumsalz-Loesung mit Natiumhydrogencabonat;
Multi-step reaction with 2 steps
1: 50 percent / aq. sodium nitrite, conc. sulfuric acid / 1 h / 0 - 50 °C
2: 75 percent / alumina-silica / 1,2-dimethoxy-ethane / 1 h / 250 °C
View Scheme
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

5-bromo-2,3-dihydrobenzo[b]furan
66826-78-6

5-bromo-2,3-dihydrobenzo[b]furan

Conditions
ConditionsYield
With bromine100%
With iron(III) chloride; N-Bromosuccinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide In toluene at 40℃; regioselective reaction;98%
With bromine In dichloromethane for 0.5h; Ambient temperature;96%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

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

N,N-dimethyl-formamide

2,3-dihydro-benzofuran-5-carbaldehyde
55745-70-5

2,3-dihydro-benzofuran-5-carbaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 70 - 90℃; for 9.5h;100%
With trichlorophosphate at 70 - 90℃; for 9.5h;100%
Stage #1: 2.3-dihydrobenzofuran; N,N-dimethyl-formamide With trichlorophosphate at 30 - 70℃;
Stage #2: With water In N,N-dimethyl-formamide at 20℃; for 1h;
98%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

2,3-dihydro-benzofuran-5-carbaldehyde
55745-70-5

2,3-dihydro-benzofuran-5-carbaldehyde

Conditions
ConditionsYield
With trichlorophosphate In water; N,N-dimethyl-formamide100%
With trichlorophosphate In water; N,N-dimethyl-formamide100%
With sodium hydrogencarbonate; trichlorophosphate In N,N-dimethyl-formamide94%
Multi-step reaction with 2 steps
1: 100 percent / Br2
2: 98 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
View Scheme
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

2,3-dihydrobenzofuran-5-sulfonyl chloride
115010-11-2

2,3-dihydrobenzofuran-5-sulfonyl chloride

Conditions
ConditionsYield
Stage #1: 2.3-dihydrobenzofuran With sulfur trioxide-N,N-dimethylformamide complex In 1,2-dichloro-ethane at 85℃; for 1h;
Stage #2: With thionyl chloride In 1,2-dichloro-ethane at 20 - 75℃; for 1h;
100%
Stage #1: 2.3-dihydrobenzofuran With sulfur trioxide-N,N-dimethylformamide complex In 1,2-dichloro-ethane at 85℃; for 1h;
Stage #2: With thionyl chloride In 1,2-dichloro-ethane at 20 - 75℃; for 1h;
100%
In 1,2-dichloro-ethane94%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

acetyl chloride
75-36-5

acetyl chloride

1-(2,3-dihydrobenzofuran-5-yl)ethanone
90843-31-5

1-(2,3-dihydrobenzofuran-5-yl)ethanone

Conditions
ConditionsYield
aluminum (III) chloride In dichloromethane at -10℃; for 0.5h;99%
With aluminum (III) chloride In dichloromethane at -10℃; for 0.5h;99%
With aluminum (III) chloride In dichloromethane at -10℃; for 3h;97%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

5-iodo-2,3-dihydro-1-benzofuran
132464-84-7

5-iodo-2,3-dihydro-1-benzofuran

Conditions
ConditionsYield
With N-iodo-succinimide; silver(I) triflimide In dichloromethane at 36℃; for 1h; Darkness;99%
With indium(III) triflate; N-iodo-succinimide In acetonitrile at 23℃; for 8h; Inert atmosphere; Darkness;92%
With iron(III) chloride; N-iodo-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 36℃; for 1h; Inert atmosphere;91%
triethylsilane
617-86-7

triethylsilane

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

triethyl-(2-ethyl-phenoxy)-silane

triethyl-(2-ethyl-phenoxy)-silane

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; silylation;99%
With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; Reduction; dehydrocondensation;99%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

2,3-dihydrobenzofuran-5-sulfonyl chloride
115010-11-2

2,3-dihydrobenzofuran-5-sulfonyl chloride

Conditions
ConditionsYield
With thionyl chloride In water99%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

2-trimethylsilyl ethane sulfonic acid azide
871949-46-1

2-trimethylsilyl ethane sulfonic acid azide

C13H21NO3SSi

C13H21NO3SSi

Conditions
ConditionsYield
Stage #1: 2.3-dihydrobenzofuran; 2-trimethylsilyl ethane sulfonic acid azide In neat (no solvent) at -10℃; for 0.5h; Schlenk technique; Inert atmosphere; Molecular sieve;
Stage #2: With C61H40F4N2O3Ru In neat (no solvent) at -10℃; for 2h; Schlenk technique; Inert atmosphere; Molecular sieve; enantioselective reaction;
99%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]furan
402503-13-3

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]furan

Conditions
ConditionsYield
With C25H40O2P2Ru In octane at 150℃; for 12h; Inert atmosphere;99%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

propionyl chloride
79-03-8

propionyl chloride

1-(2,3-dihydrobenzofuran-5-yl)propan-1-one
68660-11-7

1-(2,3-dihydrobenzofuran-5-yl)propan-1-one

Conditions
ConditionsYield
Stage #1: propionyl chloride; aluminum (III) chloride In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 2.3-dihydrobenzofuran In dichloromethane at 0℃; Inert atmosphere;
98%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 1h;80%
With tin(IV) chloride In benzene at 30℃; for 24h; Friedel-Crafts acylation;66%
With carbon disulfide; aluminium trichloride
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

2,3-dihydrobenzofuran-5-sulfonic acid

2,3-dihydrobenzofuran-5-sulfonic acid

Conditions
ConditionsYield
With sulfur trioxide In nitromethane at 0℃; for 1h;98%
With sulfur trioxide In nitromethane at 0℃;
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

2,3-Dihydro-benzofuran-5,7-disulfonic acid

2,3-Dihydro-benzofuran-5,7-disulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 3600h; other reagent; other solvent; other temp;98%
With sulfur trioxide In nitromethane at 0℃; excess of reagent;
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

norbornene
498-66-8

norbornene

7-(bicyclo[2.2.1]hept-2-yl)-2,3-dihydro-1-benzofuran

7-(bicyclo[2.2.1]hept-2-yl)-2,3-dihydro-1-benzofuran

Conditions
ConditionsYield
With (C5H5)Y(CH2C6H4NMe2-o)2; trityl tetrakis(pentafluorophenyl)borate In toluene at 70℃; for 24h; Inert atmosphere; Glovebox; regioselective reaction;98%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

benzoic acid
65-85-0

benzoic acid

(2,3-dihydrobenzofuran-5-yl)(phenyl)methanone
115063-19-9

(2,3-dihydrobenzofuran-5-yl)(phenyl)methanone

Conditions
ConditionsYield
With trifluoroacetic acid; trifluoroacetic anhydride at 20℃; for 12h; Friedel-Crafts Acylation; Inert atmosphere;98%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

(2,3-dihydro-1-benzofuran-5-yl)(4′-methoxyphenyl)sulfane

(2,3-dihydro-1-benzofuran-5-yl)(4′-methoxyphenyl)sulfane

Conditions
ConditionsYield
With tetrabutylammonium acetate for 4.5h; Electrolysis; Inert atmosphere; Sealed tube; regioselective reaction;97%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

bis(2,2,2-trichloroethyl) hydrazino-1,2-dicarboxylate
38858-02-5

bis(2,2,2-trichloroethyl) hydrazino-1,2-dicarboxylate

1-(5-dihydrobenzofuranyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester
197590-43-5

1-(5-dihydrobenzofuranyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane at 20℃;96.6%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

5-Chloro-2,3-dihydrobenzo[b]furan
76429-69-1

5-Chloro-2,3-dihydrobenzo[b]furan

Conditions
ConditionsYield
With N-chloro-succinimide; 2,2,6,6-tetramethylpiperidin-1-oxoammonium trifluoromethanesulfonate In chloroform at 25℃; for 12h; Reagent/catalyst; Schlenk technique;96%
With iron(III) chloride; N-chloro-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide In tetrahydrofuran at 60℃; for 18h; Inert atmosphere; regioselective reaction;86%
With N-chloro-succinimide; zirconium(IV) chloride In dichloromethane at 20℃; for 12h;
With N-chloro-succinimide; zirconium(IV) chloride In dichloromethane at 20℃; for 12h; Conversion of starting material;
With N-chloro-succinimide; acetic acid In acetonitrile at 10 - 35℃; for 48h;2.28 g
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

acetic anhydride
108-24-7

acetic anhydride

1-(2,3-dihydrobenzofuran-5-yl)ethanone
90843-31-5

1-(2,3-dihydrobenzofuran-5-yl)ethanone

Conditions
ConditionsYield
With Hβ zeolite (Si:Al 12.5) at 120℃; for 1.5h;95%
With trifluoroacetic acid at 20℃; for 1.5h; Friedel-Crafts Acylation;91%
With zinc(II) chloride at 95 - 105℃; for 10h;
With zinc(II) chloride at 95 - 105℃; for 10h;
3,5-bis(trifluoromethyl)phenyl azide

3,5-bis(trifluoromethyl)phenyl azide

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

C16H11F6NO

C16H11F6NO

Conditions
ConditionsYield
With chloro[5,10,15,20-tetrakis(4-dimethylamino-2,3,5,6-tetrafluorophenyl)porphyrinate]iron(III) In 1,2-dichloro-ethane at 120℃; for 12h; Schlenk technique; Inert atmosphere; Molecular sieve; regioselective reaction;95%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

2,3-dihydrobenzofuran-7-sulfonyl chloride
953408-82-7

2,3-dihydrobenzofuran-7-sulfonyl chloride

Conditions
ConditionsYield
In 1,2-dichloro-ethane94%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

1-(2,3-dihydrobenzofuran-5-yl)ethanone
90843-31-5

1-(2,3-dihydrobenzofuran-5-yl)ethanone

Conditions
ConditionsYield
Stage #1: acetyl chloride With aluminum (III) chloride In dichloromethane at -10℃; for 0.25h;
Stage #2: 2.3-dihydrobenzofuran In dichloromethane at -10℃; for 0.5h;
Stage #3: With hydrogenchloride In dichloromethane; water at 0℃; for 2h;
94%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

5,7-Dibromo-2,3-dihydrobenzofuran
123266-59-1

5,7-Dibromo-2,3-dihydrobenzofuran

Conditions
ConditionsYield
With bromine; sodium thiosulfate In dichloromethane; acetic acid93%
With iodine pentoxide; potassium bromide In water at 20℃; for 23h; regioselective reaction;89%
With bromine; sodium thiosulfate In chloroform87%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

5-Chlorovaleroyl chloride
1575-61-7

5-Chlorovaleroyl chloride

5-Chloro-1-(2,3-dihydro-1-benzofuran-5-yl)-1-pentanone

5-Chloro-1-(2,3-dihydro-1-benzofuran-5-yl)-1-pentanone

Conditions
ConditionsYield
Stage #1: 2.3-dihydrobenzofuran; aluminum (III) chloride In toluene at 20 - 30℃; for 0.5h;
Stage #2: 5-Chlorovaleroyl chloride In toluene at -5 - 5℃; for 1h;
92.8%

496-16-2Relevant articles and documents

Stereoselective cyclizations mediated by functionalized organomagnesium reagents and catalyzed by cobalt or copper salts

Kneisel, Florian F.,Monguchi, Yasunari,Knapp, Kolja M.,Zipse, Hendrik,Knochel, Paul

, p. 4875 - 4879 (2002)

The iodine-magnesium exchange reaction with i-PrMgCl allows a mild preparation of functionalized arylmagnesium compounds bearing a leaving group in the molecule. With the appropriate transition-metal catalyst (a copper or cobalt salt), cyclization reactions occur leading to five- or six-membered ring systems in good yields.

A novel catalyst Pd@ompg-C3N4 for highly chemoselective hydrogenation of quinoline under mild conditions

Gong, Yutong,Zhang, Pengfei,Xu, Xuan,Li, Yi,Li, Haoran,Wang, Yong

, p. 272 - 280 (2013)

Polymeric mesoporous carbon graphitic nitrides (mpg-C3N 4) and ordered mesoporous graphitic carbon nitrides (ompg-C 3N4) with different surface area and morphology were used to prepare palladium catalysts (Pd@C3N4) by an easy ultrasonic-assisted method. These catalysts demonstrated excellent activity and selectivity for hydrogenation of quinoline to 1,2,3,4-tetrahydroquinoline under mild temperature (30-50 °C) and H2 pressure (1 bar). Pd@ompg-C3N4(r = 2.5) showed the best catalytic performance and both the activity and selectivity could be maintained for at least six reaction runs. The introduction of ordered cylindrical mesoporous structure and high concentration of surface Pd0 (about 70%) contribute to the high reaction activity and selectivity over Pd@ompg-C 3N4 catalysts.

Heterogeneous Hydrogenation of Quinoline Derivatives Effected by a Granular Cobalt Catalyst

Timelthaler, Daniel,Topf, Christoph

, (2021/11/22)

We communicate a convenient method for the pressure hydrogenation of quinolines in aqueous solution by using a particulate cobalt-based catalyst that is prepared in situ from simple Co(OAc)2 4H2O through reduction with abundant zinc powder. This catalytic protocol permits a brisk and atom-efficient access to a variety of 1,2,3,4-tetrahydroquinolines thereby relying solely on easy-to-handle reagents that are all readily obtained from commercial sources. Both the reaction setup assembly and the autoclave charging procedure are conducted on the bench outside an inert-gas-operated containment system, thus rendering the overall synthesis time-saving and operationally very simple.

Preparation of NiCu Alloy Catalyst for the Hydrodeoxygenation of Benzofuran

Zhu, Tianhan,Song, Hua,Li, Feng,Chen, Yanguang

, p. 1670 - 1682 (2020/10/21)

A series of bimetallic NixCu(10-x)/SiO2 (where x is the mass fraction of Ni and the total metal loading was fixed at 10 wt%.) catalysts with different Ni/Cu mass ratio are prepared and characterized by X-Ray diffraction (XRD), N2 adsorption-desorption, inductively coupled plasma mass spectrometry (ICP-MS), H2 temperature-programmed reduction (H2-TPR) and transmission electron microscope (TEM). The benzofuran (BF) hydrodeoxygenation (HDO) performance of as-prepared catalysts are evaluated in a fixed flow reactor. The results showed that the incorporation of Cu to Ni/SiO2 catalyst can increase surface area of catalyst and improve the reducibility of nickel oxide species, which contributed to higher catalytic activity and total deoxygenated compounds yield. Moreover, the strong synergistic effect between Ni and Cu led to the formation of NiCu alloy at the Ni mass fraction of 5 wt% and thus induced smaller crystallite size and exposure of more active particles, which inevitably contributed to the improved HDO performance for Ni5Cu5/SiO2 catalyst. At 300 °C, 3.0 MPa, MHSV=3.0 h?1 and H2/oil = 500(v/v), the total yield of deoxygenated products over Ni5Cu5/SiO2 catalyst reached 86.0%, which is increased by 10.8% and 77.4% as compared to those of monometallic Ni/SiO2 (75.2%) and Cu/SiO2 catalysts (8.8%), respectively. Finally, a possible reaction network for HDO of BF on Ni5Cu5/SiO2 catalyst was proposed. Graphic Abstract: [Figure not available: see fulltext.]

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 496-16-2
  • ©2008 LookChem.com,License:ICP NO.:Zhejiang16009103 complaints:service@lookchem.com
  • [Hangzhou]86-571-87562588,87562561,87562573 Our Legal adviser: Lawyer