1-Methyl-4-piperidone → HCID 9925480、化合物

HRID 2084057ノート

反応式

HRID 2084057 の反応式
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

参加物

4

反応物 3

HCID 740491-Methyl-4-piperidoneHCID 22732008HCID 22732008、化合物HCID 178418306HCID 178418306、化合物

生成物 1

HCID 9925480HCID 9925480、化合物収率 44.1%

反応条件

温度
-20 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7e3fc101e50e47b884c91a5c87bbcfb7
出典データセット
uspto-grants-2004_04
特許番号
US06716837B1

反応ノート

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