2-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester → Ethyl 5-hydroxybenzofuran-2-carboxylate
Reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][C:7]=2[CH:16]=1>ClCCl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][C:7]=2[CH:16]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl 5-methoxybenzofuran carboxylate (22.7 mmol) was dissolved in dichlormethane (20 ml) and a 1.0 M solution of boron tribromide methyl sulphide complex in dichloromethane (68.1 mmol) was added. The mixture was heated at reflux over night The solvent was evaporated under vacuo and the residue purified by flash chromatography to obtain ethyl 5-hydroxybenzofuran carboxylate as a white solid.
Workup
- temperatureThe mixture was heated
- temperatureat reflux over night The solvent
- customwas evaporated under vacuo
- customthe residue purified by flash chromatography
Sources & evidence
- ORD record
- ord-9919d0ed1faa48e0997bfb8a70d6c37d
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07915300B2
Reaction notes
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