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

반응식

Br[CH:2]([CH3:15])[C:3]([C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])=O.[CH:16]([NH2:18])=[O:17]>>[CH3:15][C:2]1[O:17][CH:16]=[N:18][C:3]=1[C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9]

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

반응 조건

온도: 130 °C

실험 절차

A mixture of methyl 3-(2-bromo-propionyl)-benzoate (5.42 g) and formamide (3.6 ml) was heated to 130° C. for 5 h. The mixture was cooled and partitioned between H2O and AcOEt. The organic layer was dried over Na2SO4 and evaporated and the residue was purified by chromatography on silica gel (AcOEt/hexane 1:4 as eluent) to give 1.8 g methyl 3-[5-methyl-oxazol-4-yl]-benzoate as white solid.

후처리

temperatureThe mixture was cooled
custompartitioned between H2O and AcOEt
dry with materialThe organic layer was dried over Na2SO4
customevaporated
customthe residue was purified by chromatography on silica gel (AcOEt/hexane 1:4 as eluent)

출처 및 근거

ORD 기록: ord-3ee6a4623c6e4589b2e6613d5158b6fd
출처 데이터셋: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06548495B2

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