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

反応式

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]

参加物

反応物 2

HCID 713Formamide

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

生成物 1

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

反応条件

温度: 130 °C

実験手順

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.

後処理

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)

出典と根拠

ORDレコード: ord-3ee6a4623c6e4589b2e6613d5158b6fd
出典データセット: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06548495B2

反応ノート

読み込み中…

参加物