4-Fluoroaniline → Diisopropyl Ether

HRID 49793

反応式

HRID 49793 の反応式
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]([OH:12])=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[OH:13]N1[C:18]2C=CC=[CH:22][C:17]=2N=N1.Cl.[CH2:24](N=C=NCCC[N:32]([CH3:34])C)C.[F:35][C:36]1[CH:42]=[CH:41][C:39](N)=[CH:38][CH:37]=1>ClCCl>[CH:17]([O:12][CH:10]([CH3:7])[CH3:24])([CH3:22])[CH3:18].[C:1]([N:4]1[CH2:5][CH2:6][CH:7]([C:39]2[CH:41]=[CH:42][C:36]([F:35])=[CH:37][CH:38]=2)[CH2:8][CH:9]1[C:34](=[O:13])[NH2:32])(=[O:3])[CH3:2]

参加物

7

反応物 4

HCID 97314-FluoroanilineHCID 757711-HydroxybenzotriazoleHCID 1172551-Acetylpiperidine-4-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 2

HCID 7914Diisopropyl EtherHCID 227418291-Acetyl-4-(4-fluorophenyl)-carbamoylpiperidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of N-acetylpiperidine-4-carboxylic acid (514 mg), 1-hydroxybenzotriazole (405 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (575 mg) and 4-fluoroaniline (284.2 ml) in dichloromethane (5 ml) was stirred for 18 hours at ambient temperature. 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 40 ml, dichloromethane:methanol=15:1). After trituration with diisopropyl ether, 1-acetyl-4-(4-fluorophenyl)-carbamoylpiperidine (532 mg) was obtained.

後処理

  1. washwashed with water, saturated aqueous sodium hydrogen carbonate, water, and brine
  2. dry with materialAfter drying with magnesium sulfate
  3. customthe solvents were removed under reduced pressure
  4. customA residue was purified by column chromatography (silica gel 40 ml, dichloromethane:methanol=15:1)

出典と根拠

ORDレコード
ord-7d7f0fcf5281400cbfb6b320c8612b93
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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