Acetamide → 3-(2-Methyl-5-propyl-oxazol-4-yl)-benzoic acid methyl ester

반응식

[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=O)[CH:11](Br)[CH2:12][CH2:13][CH3:14])[CH:5]=1.[C:18]([NH2:21])(=[O:20])[CH3:19]>>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:21]=[C:18]([CH3:19])[O:20][C:11]=2[CH2:12][CH2:13][CH3:14])[CH:5]=1

참가 물질

반응물 2

HCID 178Acetamide

HCID 87951238Rac-3-(2-bromo-pentanoyl)-benzoic acid methyl ester

생성물 1

HCID 696875703-(2-Methyl-5-propyl-oxazol-4-yl)-benzoic acid methyl ester수율 36.1%

실험 절차

A sample of rac-3-(2-bromo-pentanoyl)-benzoic acid methyl ester (1.50 g) and acetamide (0.89 g) were heated together to 130° C. for 15 h. The mixture was partitioned between AcOEt and brine, the organic layer was dried and evaporated and the residual oil was chromatographed on silica gel using AcOEt/hexane (1:3) as eluent to give 3-(2-methyl-5-propyl-oxazol-4-yl)-benzoic acid methyl ester (0.47 g) as a light-yellow oil.

후처리

customThe mixture was partitioned between AcOEt and brine
customthe organic layer was dried
customevaporated
customthe residual oil was chromatographed on silica gel

출처 및 근거

ORD 기록: ord-4021154358aa4bf9944f0524e9181deb
출처 데이터셋: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06544985B2

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