1-Methyl-4-piperidone → HCID 9925480, 화합물

HRID 2084057노트

반응식

HRID 2084057 반응식
Br[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1.[Li]C(C)(C)C.[CH3:19][N:20]1[CH2:25][CH2:24][C:23](=[O:26])[CH2:22][CH2:21]1>>[OH:26][C:23]1([C:2]2[CH:10]=[C:9]3[C:5]([CH:6]=[CH:7][N:8]3[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=2)[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]1

참가 물질

4

반응물 3

HCID 740491-Methyl-4-piperidoneHCID 22732008HCID 22732008, 화합물HCID 178418306HCID 178418306, 화합물

생성물 1

HCID 9925480HCID 9925480, 화합물수율 44.1%

반응 조건

온도
-20 °C

실험 절차

1.5 ml of a solution of 6-bromo-1-isoproylindole (240 mg, 1 mmol) was cooled to −78 ° C., 1.7M tBuLi (1.47 ml, 2.5 mmol) was added and the mixture stirred for 7 mins. N-Methyl-4-piperidone (340.8 mg, 3 mmol) was then added and the mixture stirred for a further 10 mins. The reaction mixture was then warmed up to −20° C. and quenched with water and dichloromethane. The organic layer was washed with water, dried over anhydrous Na2SO4, concentrated in vacuo and the residue purified by column chromatography on silica gel, eluting with 2% 2M ammonia/methanol in dichloromethane to give the title product (120 mg, 44%).

후처리

  1. stirringthe mixture stirred for a further 10 mins
  2. customquenched with water and dichloromethane
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated in vacuo
  6. customthe residue purified by column chromatography on silica gel
  7. washeluting with 2% 2M ammonia/methanol in dichloromethane

출처 및 근거

ORD 기록
ord-7e3fc101e50e47b884c91a5c87bbcfb7
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06716837B1

반응 노트

불러오는 중…