1-propionoxy-2-bromomethylbenzene
2-ethylbenzofuran
Conditions | Yield |
---|---|
With chromium dichloride; boron trifluoride diethyl etherate In tetrahydrofuran Heating; | 96% |
With chromium dichloride; diethyl ether; boron trifluoride 1.) THF, 5 h; 2.) THF, reflux; Yield given. Multistep reaction; |
2-phenoxybutanal
2-ethylbenzofuran
Conditions | Yield |
---|---|
With Amberlyst 15 In benzene Heating; | 96% |
2-ethylbenzofuran
Conditions | Yield |
---|---|
With caesium carbonate; copper(l) chloride In acetonitrile at 20℃; under 760.051 Torr; for 6h; | 95.8% |
Conditions | Yield |
---|---|
With [(C6H6)(PCy3)(CO)RuH]+*BF4−; hydrogen; phenol In 1,4-dioxane; isopropyl alcohol at 130℃; under 1520.1 Torr; for 12h; Inert atmosphere; Glovebox; Schlenk technique; chemoselective reaction; | 95% |
Stage #1: 1-(benzo[b]furan-2-yl)ethanone With hydrazine hydrate In diethylene glycol at 150℃; for 0.5h; Stage #2: With potassium hydroxide In diethylene glycol at 150℃; for 3h; | 85% |
Stage #1: 1-(benzo[b]furan-2-yl)ethanone With hydrazine In water; diethylene glycol at 120 - 190℃; Wolff-Kishner reduction; Stage #2: With potassium hydroxide In water; diethylene glycol at 120 - 130℃; for 6h; | 55% |
Conditions | Yield |
---|---|
With tert.-butyl lithium | 95% |
1-(but-1-yn-1-yl)-2-methoxybenzene
2-ethylbenzofuran
Conditions | Yield |
---|---|
With lithium iodide In various solvent(s) for 18h; Heating; | 90% |
2-(1-oxopropoxy)phenylmethyl triphenylphosphonium bromide
2-ethylbenzofuran
Conditions | Yield |
---|---|
With sodium tert-pentoxide In toluene Heating; | 89% |
Conditions | Yield |
---|---|
Stage #1: 1-benzofurane With n-butyllithium In tetrahydrofuran; hexane at -78.16℃; for 0.75h; Inert atmosphere; Stage #2: ethyl bromide In tetrahydrofuran; hexane at 20℃; for 16h; Inert atmosphere; | 84% |
Stage #1: 1-benzofurane With n-butyllithium In tetrahydrofuran; hexane at -77.16℃; for 0.75h; Inert atmosphere; Stage #2: ethyl bromide In tetrahydrofuran; hexane at 20℃; for 16h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With cyclopentene In toluene at 100℃; for 12h; Inert atmosphere; regioselective reaction; | 83% |
2-ethylbenzofuran
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; sodium amalgam In methanol at 20℃; | 79% |
Conditions | Yield |
---|---|
Stage #1: salicylaldehyde With potassium hydroxide In ethanol for 2h; Reflux; Stage #2: chloroacetone In ethanol for 2h; Reflux; Stage #3: With hydrazine hydrate In ethylene glycol for 0.166667h; Reflux; | 78.7% |
(2-But-1-ynyl-phenoxy)-triisopropyl-silane
2-ethylbenzofuran
Conditions | Yield |
---|---|
With 4 A molecular sieve; tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; | 75% |
Conditions | Yield |
---|---|
Stage #1: 2-(2-chloroacetyl)phenol; ethylmagnesium chloride In tetrahydrofuran; toluene at 20 - 55℃; for 1.5h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; toluene | 68% |
(2-formylphenoxy)-ethylacetate
2-ethylbenzofuran
Conditions | Yield |
---|---|
With sodium acetate; acetic anhydride; acetic acid Heating; | 62% |
1-(2-methoxybenzoyl)butylidene(triphenyl)phosphorane
A
2-vinylbenzofuran
B
2-ethylbenzofuran
C
2-methylbenzofuran
Conditions | Yield |
---|---|
at 850℃; flash vacuum pyrolysis; | A 10% B 52% C 9% |
triethyl borane
benzofuran-2-carboxylic acid phenyl ester
2-ethylbenzofuran
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel (0); cesium fluoride; 1,2-bis-(dicyclohexylphosphino)ethane In hexane; toluene at 150℃; for 48h; Suzuki-Miyaura Coupling; Sealed tube; Glovebox; chemoselective reaction; | 39% |
1-(2-methoxybenzoyl)pentylidene(triphenyl)phosphorane
A
2-vinylbenzofuran
B
2-ethylbenzofuran
C
2-methylbenzofuran
Conditions | Yield |
---|---|
at 850℃; flash vacuum pyrolysis; | A 25% B 30% C 4% |
1-(2-methoxybenzoyl)hexylidene(triphenyl)phosphorane
A
2-vinylbenzofuran
B
2-ethylbenzofuran
C
2-methylbenzofuran
Conditions | Yield |
---|---|
at 850℃; flash vacuum pyrolysis; | A 21% B 14% C 3% |
1-(2-methoxyphenyl)-2-(triphenylphosphaneylidene)propan-1-one
A
2-ethylbenzofuran
B
2-methylbenzofuran
Conditions | Yield |
---|---|
at 850℃; flash vacuum pyrolysis; | A 20% B 8% |
2-crotylphenol
A
2-ethylbenzofuran
B
(+/-)-2-ethenyl-2,3-dihydrobenzofuran
Conditions | Yield |
---|---|
With copper diacetate; di-μ-acetato-bis<(3,2,10-η-cis-4-acetoxypinene)palladium(II); oxygen In methanol at 35℃; for 13h; Yield given. Yields of byproduct given; |
2-crotylphenol
A
2-ethylbenzofuran
B
(+/-)-2-ethenyl-2,3-dihydrobenzofuran
Conditions | Yield |
---|---|
With copper diacetate; oxygen; bis In methanol at 35℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With copper diacetate; oxygen; bis In methanol at 35℃; for 5h; Yield given. Yields of byproduct given; |
2-crotylphenol
A
2-ethylbenzofuran
B
(+/-)-2-ethenyl-2,3-dihydrobenzofuran
C
(-)-α-pinene
D
beta-pinene
(+)-dehydro-β-pinene
Conditions | Yield |
---|---|
With oxygen; bis In methanol at 35℃; for 71h; Product distribution; different ratio of cis/trans isomers of the title compound; presence/absence of Cu(OAc)2 underN2/or O2; influence of ratio of Cu(OAc)2/Pd complex and reaction time on the specific optical rotation of the products' mixture;other solvents; other catalysts; |
1-(2-methoxyphenyl)-2-(triphenylphosphaneylidene)propan-1-one
A
2-ethylbenzofuran
B
2-methylbenzofuran
C
Triphenylphosphine oxide
Conditions | Yield |
---|---|
at 850℃; under 0.001 - 0.01 Torr; for 1h; Product distribution; Mechanism; | A 20 % Spectr. B 8 % Spectr. C n/a |
1-(2-methoxybenzoyl)butylidene(triphenyl)phosphorane
A
2-vinylbenzofuran
B
2-ethylbenzofuran
C
2-methylbenzofuran
D
Triphenylphosphine oxide
Conditions | Yield |
---|---|
at 850℃; under 0.001 - 0.01 Torr; for 1h; Product distribution; Mechanism; | A 10 % Spectr. B 52 % Spectr. C 9 % Spectr. D n/a |
1-(2-methoxybenzoyl)pentylidene(triphenyl)phosphorane
A
2-vinylbenzofuran
B
2-ethylbenzofuran
C
2-methylbenzofuran
D
Triphenylphosphine oxide
Conditions | Yield |
---|---|
at 850℃; under 0.001 - 0.01 Torr; for 1h; Product distribution; Mechanism; | A 25 % Spectr. B 30 % Spectr. C 4 % Spectr. D n/a |
1-(2-methoxybenzoyl)hexylidene(triphenyl)phosphorane
A
1-butylene
B
2-vinylbenzofuran
C
2-ethylbenzofuran
D
2-methylbenzofuran
E
Triphenylphosphine oxide
Conditions | Yield |
---|---|
at 850℃; under 0.001 - 0.01 Torr; for 1h; Product distribution; Mechanism; | A 10 % Spectr. B 21 % Spectr. C 14 % Spectr. D 3 % Spectr. E n/a |
Butan-2-one O-phenyl-oxime
A
2-ethylbenzofuran
B
2,3-dimethylbenzofuran
Conditions | Yield |
---|---|
With sulfuric acid In ethanol for 3h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
4-iodoanisol
butanone
A
2-ethylbenzofuran
B
2,3-dimethylbenzofuran
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; Kalium-tert-butylat; sodium iodide 1) liquid NH3, -33 deg C, irradiation; Yield given. Multistep reaction. Yields of byproduct given; |
2-ethylbenzofuran
Conditions | Yield |
---|---|
With Amberlyst 15 In toluene at 107℃; for 0.166667h; |
2-ethylbenzofuran
4-methoxy-benzoyl chloride
(2-ethylbenzofuran-3-yl)(4-methoxyphenyl)methanone
Conditions | Yield |
---|---|
With polystyrene-supported aluminum trichloride In dichloromethane at 5 - 20℃; for 1h; Friedel-Crafts Acylation; Large scale; | 98% |
With tin(IV) chloride In carbon disulfide at 5 - 20℃; Inert atmosphere; Cooling with ice; | 96% |
Stage #1: 2-ethylbenzofuran With carbon disulfide for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: 4-methoxy-benzoyl chloride With tin(IV) chloride at 20℃; for 6h; Cooling with ice; | 96% |
2-ethylbenzofuran
Conditions | Yield |
---|---|
With hydrogen; C39H36IrNOP(1+)*C32H12BF24(1-) In dichloromethane at 25℃; under 38002.6 Torr; for 24h; Autoclave; Glovebox; enantioselective reaction; | 91% |
2-ethylbenzofuran
3-bromo-2-ethyl-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 2-ethylbenzofuran With bromine In diethyl ether; ethyl acetate at 0℃; for 2h; Stage #2: With water In diethyl ether; ethyl acetate | 88% |
With N-Bromosuccinimide In tetrahydrofuran at -0.16℃; for 24h; | 75% |
With N-Bromosuccinimide In tetrahydrofuran at -0.16℃; for 24h; | 75% |
With N-Bromosuccinimide In chloroform at 20℃; for 12h; | 41% |
Conditions | Yield |
---|---|
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; triisopropylsilanethiol In N,N-dimethyl-formamide at 0℃; under 3040.2 Torr; for 24h; Irradiation; Sealed tube; | 85% |
3-Bromopyridine
2-ethylbenzofuran
3-(2-ethylbenzofuran-3-yl)pyridine
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 84% |
2-ethylbenzofuran
4-bromobenzenecarbonitrile
4-(2-ethylbenzofuran-3-yl)benzonitrile
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Solvent; Inert atmosphere; | 83% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; Schlenk technique; | 83% |
2-ethylbenzofuran
para-bromoacetophenone
1-[4-(2-ethylbenzofuran-3-yl)phenyl]ethanone
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With Pd(C3H5)Cl(dppb); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 80% |
2-ethylbenzofuran
1-Bromo-4-fluorobenzene
2-ethyl-3-(4-fluorophenyl)benzofuran
Conditions | Yield |
---|---|
With Pd(C3H5)Cl(dppb); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 80% |
2-ethylbenzofuran
N-[1-(4-bromophenyl)ethyl]propionamide
N-{1-[4-(2-ethylbenzofuran-3-yl)phenyl]ethyl}propionamide
Conditions | Yield |
---|---|
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In ISOPROPYLAMIDE at 150℃; for 20h; Inert atmosphere; | 79% |
2-ethylbenzofuran
4-bromo-benzaldehyde
4-(2-ethylbenzofuran-3-yl)benzaldehyde
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 79% |
2-ethylbenzofuran
1-bromo-4-methoxy-benzene
2-ethyl-3-(4-methoxyphenyl)benzofuran
Conditions | Yield |
---|---|
With Pd(C3H5)Cl(dppb); potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 78% |
2-ethylbenzofuran
1-Bromonaphthalene
2-ethyl-3-(naphthalen-1-yl)benzofuran
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 78% |
2-ethylbenzofuran
o-cyanobromobenzene
2-(2-ethylbenzofuran-3-yl)benzonitrile
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 78% |
2-ethylbenzofuran
3,6-bis(trifluoromethyl)bromobenzene
3-[3,5-bis(trifluoromethyl)phenyl]-2-ethylbenzofuran
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 78% |
2-ethylbenzofuran
1-(3-Bromophenyl)ethanone
1-[3-(2-ethylbenzofuran-3-yl)phenyl]ethanone
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 78% |
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