But-1-ene-1,3-dione → N-(3-fluoro-4-(3-oxomorpholino)phenyl)-3-oxobutanamide

HRID 56288노트

반응식

HRID 56288 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][C:9]2=[O:14])=[C:4]([F:15])[CH:3]=1.[C:16]([CH:19]=[C:20]=[O:21])(=[O:18])[CH3:17]>CCOC(C)=O>[F:15][C:4]1[CH:3]=[C:2]([NH:1][C:20](=[O:21])[CH2:19][C:16](=[O:18])[CH3:17])[CH:7]=[CH:6][C:5]=1[N:8]1[CH2:13][CH2:12][O:11][CH2:10][C:9]1=[O:14]

참가 물질

4

반응물 2

HCID 12642904But-1-ene-1,3-dioneHCID 231053114-(4-Amino-2-fluoro-phenyl)-morpholin-3-one

생성물 1

HCID 90023448N-(3-fluoro-4-(3-oxomorpholino)phenyl)-3-oxobutanamide수율 61.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

A mixture of 4-(4-amino-2-fluorophenyl)morpholin-3-one (2.51 g, 11.9 mmol) and acetyl ketene (2.51 g, 29.9 mmol) in EtOAc (40 mL) was stirred at 80° C. for 24 h. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:4) to give the title compound as a yellow solid (2.15 g, 61%).

후처리

  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)=1:4)

출처 및 근거

ORD 기록
ord-b3862ce897db4dd98957ca235176814c
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434695B2

반응 노트

불러오는 중…