4-Fluorobenzoyl chloride → N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide

HRID 49773

反応式

HRID 49773 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>ClCCl.C(N(C(C)C)CC)(C)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:20](=[O:21])[C:19]2[CH:23]=[CH:24][C:16]([F:15])=[CH:17][CH:18]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 678794-Fluorobenzoyl chlorideHCID 4158521-Benzyl-4-piperidylamine

生成物 1

HCID 702501N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide収率 70.6%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒3 回HCID 81531Diisopropylethylamine溶媒

実験手順

To a solution of 1-benzyl-4-aminopiperidine (1.13 g) in dichloromethane (10 ml) were added a solution of 4-fluorobenzoyl chloride (0.99 g) in dichloromethane (1 ml) and diisopropylethylamine (1.09 ml) under cooling on an ice-water bath. The mixture was warmed to ambient temperature slowly under stirring. The mixture was diluted with dichloromethane and washed with water, saturated aqueous sodium hydrogen carbonate, water, and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. A residue was purified by column chromatography (silica gel 100 ml, dichloromethane:methanol=15:1). After rinse with diisopropyl ether-n-hexane (1:1), N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide (1.31 g) was obtained.

後処理

  1. temperatureunder cooling on an ice-water bath
  2. washwashed with water, saturated aqueous sodium hydrogen carbonate, water, and brine
  3. dry with materialAfter drying with magnesium sulfate
  4. customthe solvents were removed under reduced pressure
  5. customA residue was purified by column chromatography (silica gel 100 ml, dichloromethane:methanol=15:1)
  6. washAfter rinse with diisopropyl ether-n-hexane (1:1)

出典と根拠

ORDレコード
ord-2a6f47bbdaae4925b1a064929ab38b76
出典データセット
uspto-grants-2004_03
特許番号
US06710043B1

関連ノート

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