Sodium hydride → Ethyl 3-(3,4-difluorobenzyl)-2-oxopiperidine-3-carboxylate

HRID 71144

反応式

HRID 71144 の反応式
[O:1]=[C:2]1[CH:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH2:5][CH2:4][NH:3]1.[H-].[Na+].Br[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[C:19]([F:24])[CH:18]=1>CN(C=O)C.C(OCC)(=O)C.[Cl-].[NH4+]>[F:24][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][C:20]=1[F:23])[CH2:16][C:7]1([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[O:1]

参加物

7

反応物 3

HCID 24758Sodium hydrideHCID 977733-Carbethoxy-2-piperidoneHCID 5814364-(Bromomethyl)-1,2-difluorobenzene

生成物 1

HCID 66607767Ethyl 3-(3,4-difluorobenzyl)-2-oxopiperidine-3-carboxylate

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒HCID 25517Ammonium Chloride溶媒

反応条件

温度
0 °C

実験手順

Under a nitrogen atmosphere, to a mixture of ethyl 2-oxopiperidine-3-carboxylate (2.0 g) in DMF (20 mL) was added sodium hydride (60%, 0.47 g) at 0° C., and the mixture was stirred at 0° C. for 30 min. 4-(Bromomethyl)-1,2-difluorobenzene (1.50 mL) was added to the reaction mixture, and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and saturated aqueous ammonium chloride solution, the mixture was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.82 g).

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. washthe mixture was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-6984390e460d42cfaf5e95d0ceef91d0
出典データセット
uspto-grants-2014_09
特許番号
US08822699B2

関連ノート

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