Triethylamine → 3,4-dichlorobenzyl-4-piperidone

HRID 430695ノート

反応式

HRID 430695 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.C(N(CC)CC)C.[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:20]Br>C(O)C>[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:20][N:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 6397264-(Bromomethyl)-1,2-dichlorobenzeneHCID 30848514-Piperidone hydrochloride

生成物 1

HCID 108487763,4-dichlorobenzyl-4-piperidone収率 81.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of 4-piperidone hydrochloride (3.52 g, 22.9 mmol) in ethanol (40 ml) was added triethylamine (10.8 ml, 91.6 mmol), followed by the addition of 3,4-dichlorobenzyl bromide (5.0 g, 20.8 mmol) and the reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo and the residue was partitioned between water and ethyl acetate. The ethyl acetate layer was separated, washed with brine, dried over magnesium sulfate and concentrated in vacuo. Column chromatography with 25% ethyl acetate and 25% dichloromethane in hexanes gave 1-(3,4-dichlorobenzyl)-4-piperidone (4.4 g) as a colorless oil.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was partitioned between water and ethyl acetate
  3. customThe ethyl acetate layer was separated
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-fa58e6ff1e6d41b38386d03b94af01b5
出典データセット
uspto-grants-2001_11
特許番号
US06323223B1

反応ノート

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