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

HRID 1868002ノート

反応式

HRID 1868002 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8f7ee4b39b0e47789e4a22d4e71a4366
出典データセット
uspto-grants-2009_12
特許番号
US07632838B2

反応ノート

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