Carbon Dioxide → 4-Chloro-2-methylbenzoic acid

HRID 1058130Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH3:9].C([Li])(CC)C.[C:15](=[O:17])=[O:16]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([C:15]([OH:17])=[O:16])=[C:3]([CH3:9])[CH:4]=1

Participants

Reactant 3

HCID 280Carbon Dioxide

HCID 844762-Bromo-5-chlorotoluene

HCID 178418400CID 53628100

Product 1

HCID 3482694-Chloro-2-methylbenzoic acid

Procedure

in stage a) 2-bromo-5-chlorotoluene is reacted with a secondary or tertiary organolithium compound, particularly preferably sec-butyllithium, and CO2 to give 4-chloro-2-methylbenzoic acid,

Sources & evidence

ORD record: ord-15f6dad5715e4f5fa7c2f86d49eea5ec
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06515143B2

Reaction notes

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