2-Bromo-5-methoxybenzoic acid → 2-Cyclopentanecarbonyl-5-methoxybenzoic acid

Reaction equation

Br[C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].C([Li])CCC.[CH:18]1([C:23](N(OC)C)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19]1>>[CH:18]1([C:23]([C:2]2[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

Reactant 3

HCID 899062-Bromo-5-methoxybenzoic acid

HCID 11147854N-methoxy-N-methylcyclopentanecarboxamide

HCID 178418339Butyllithium

Product 1

HCID 692118112-Cyclopentanecarbonyl-5-methoxybenzoic acid

Procedure

This compound is synthesized according to the method described in 3.2. by reacting 2-bromo-5-methoxybenzoic acid pretreated with n-butyllithium with cyclopentyl-N-methoxy-N-methylcarboxamide. It is used in crude form in the following reaction.