But-1-ene-1,3-dione → N-(3,5-difluoro-4-morpholinophenyl)-3-oxobutanamide

HRID 56299ノート

反応式

HRID 56299 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:15])[C:8]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)[NH2:5].[C:16]([CH:19]=[C:20]=[O:21])(=[O:18])[CH3:17]>CCOC(C)=O>[F:15][C:7]1[CH:6]=[C:4]([NH:5][C:20](=[O:21])[CH2:19][C:16](=[O:18])[CH3:17])[CH:3]=[C:2]([F:1])[C:8]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1

参加物

4

反応物 2

HCID 12642904But-1-ene-1,3-dioneHCID 218781683,5-Difluoro-4-(morpholin-4-yl)aniline

生成物 1

HCID 90023442N-(3,5-difluoro-4-morpholinophenyl)-3-oxobutanamide収率 65%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
83 °C

実験手順

A mixture of 3,5-difluoro-4-morpholinoaniline (3.42 g, 16.0 mmol) and acetyl ketene (1.61 g, 19.2 mmol) in EtOAc (20 mL) was stirred at 83° C. overnight. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (3.10 g, 65%).

後処理

  1. temperatureThe mixture was cooled to rt
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

出典と根拠

ORDレコード
ord-1ee1dd001eb04e0daa06f5dd5364d362
出典データセット
uspto-grants-2016_09
特許番号
US09434695B2

反応ノート

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