HCID 10826647, compound → HCID 15480019, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][CH2:10][CH2:9][C:8]([C:12]([O:14]C)=[O:13])=[CH:7][C:6]=2[CH:16]=1>CO.C1COCC1.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][CH2:10][CH2:9][C:8]([C:12]([OH:14])=[O:13])=[CH:7][C:6]=2[CH:16]=1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
A mixture of methyl 2-bromo-6,7-dihydro-5H-benzocyclohepten-8-carboxylate (1.0 g) in methanol (25 ml), THF (25 ml) and 1N NaOH (18 ml) was refluxed for 1 hour. The solvent was concentrated, acidified using 1N HCl, and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over MgSO4. The solvent was evaporated in vacuo to give 2-bromo-6,7-dihydro-5H-benzocyclohepten-8-carboxylic acid (0.95 g) as colorless prisms.