2-Bromo-5-methoxybenzoic acid → 2-Cyclopropanecarbonyl-5-methoxybenzoic acid

HRID 29978Notes

Reaction equation

HRID 29978 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:21](N(OC)C)=[O:22])[CH2:20][CH2:19]1>C(OC(C)C)(C)C>[CH:18]1([C:21]([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:22])[CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 899062-Bromo-5-methoxybenzoic acidHCID 15643267N-Methoxy-N-methylcyclopropanecarboxamideHCID 178418339Butyllithium

Product 1

HCID 692129372-Cyclopropanecarbonyl-5-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

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 cyclopropyl-N-methoxy-N-methylcarboxamide. A yellow powder is obtained by precipitation in isopropyl ether.

Workup

  1. customThis compound is synthesized

Sources & evidence

ORD record
ord-3bc13d99e0224c2db27405ca1fc340a0
Source dataset
uspto-grants-2008_09
Patent number
US07423030B2

Reaction notes

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