1-(3-(Trifluoromethyl)phenyl)piperazine → 1-(p-Tolylsulphonyl)-4-(3-(trifluoromethyl)phenyl)piperazine

HRID 1868002노트

반응식

HRID 1868002 반응식
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1.C(N(C(C)C)CC)(C)C>ClCCl>[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([N:12]2[CH2:13][CH2:14][N:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=3)[CH2:10][CH2:11]2)(=[O:26])=[O:25])=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 73974-Toluenesulfonyl chlorideHCID 81531Diisopropylethylamine

생성물 1

HCID 30194181-(p-Tolylsulphonyl)-4-(3-(trifluoromethyl)phenyl)piperazine수율 81%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Representative sulfonation (Step 1A): To a stirred solution of 1-(3-(trifluoromethyl)phenyl)piperazine (300 mg, 1.3 mmol) and 4-methylbenzene-1-sulfonyl chloride (248 mg, 1.3 mmol) in anhydrous dichloromethane (3 mL) was added diisopropylethylamine (0.27 mL, 1.6 mmol). The mixture was stirred overnight. Reaction was complete as determined by TLC. The reaction mixture was purified with flash column chromatography to yield 1-(4-methylphenylsulfonyl)-4-[3-(trifluoromethyl)phenyl]piperazine in 81% yield (405 mg) as white solid.

후처리

  1. customReaction
  2. customThe reaction mixture was purified with flash column chromatography

출처 및 근거

ORD 기록
ord-8f7ee4b39b0e47789e4a22d4e71a4366
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632838B2

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