4-Fluoroaniline → Diisopropyl Ether

HRID 49793

반응식

HRID 49793 반응식
[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]

참가 물질

7

반응물 4

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

생성물 2

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7d7f0fcf5281400cbfb6b320c8612b93
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710043B1

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