Formamide → Methyl 3-[5-methyl-oxazol-4-yl]-benzoate

반응식

[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=O)[CH:11](Br)[CH3:12])[CH:5]=1.[CH:16]([NH2:18])=[O:17]>>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:18]=[CH:16][O:17][C:11]=2[CH3:12])[CH:5]=1

참가 물질

반응물 2

HCID 713Formamide

HCID 22139798Rac-3-(2-bromo-propionyl)-benzoic acid methyl ester

생성물 1

HCID 18548830Methyl 3-[5-methyl-oxazol-4-yl]-benzoate

실험 절차

rac-3-(2-Bromo-propionyl)-benzoic acid methyl ester (5.42 g) and formamide (3.6 ml) were heated together to 130° C. for 5 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 (1:4) as eluent to give 3-(5-methyl-oxazol-4-yl)-benzoic acid methyl ester (2.52 g) as white solid.

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-bd11d937a89b4538a3bbfa336493f4eb
출처 데이터셋: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06544985B2

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