O-Toluidine → N-(2-methylphenyl)butanamide

반응식

[C:1]([NH:6][C:7]1[CH:16]=[CH:15][C:10](C(OC)=O)=[CH:9][C:8]=1[CH3:17])(=[O:5])[CH2:2][CH2:3][CH3:4].NC1C(C)=CC=CC=1.C(Cl)(=O)CCC>>[C:1]([NH:6][C:7]1[CH:16]=[CH:15][CH:10]=[CH:9][C:8]=1[CH3:17])(=[O:5])[CH2:2][CH2:3][CH3:4]

참가 물질

반응물 3

HCID 7242O-Toluidine

HCID 8855Butyryl chloride

HCID 98561043-Methyl-4-butyrylaminobenzoic acid methyl ester

생성물 1

HCID 221809N-(2-methylphenyl)butanamide

실험 절차

A process for preparing methyl N-butyryl-4-amino-3-methyl-benzoate, comprising a first step of reacting o-toluidine with butyryl chloride to give N-butyryl-2-methylaniline, a second step of brominating the N-butyryl-2-methylaniline to give N-(4-bromo-2-methylphenyl)butanamide and a third step of converting the N-(4-bromo-2-methylphenyl)butanamide by reaction with carbon monoxide and methanol in the presence of a palladium catalyst to give methyl N-butyryl-4-amino-3-methylbenzoate.

출처 및 근거

ORD 기록: ord-1ec961f125064e59a6ad2022568e0d01
출처 데이터셋: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06620962B2

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