4-Toluenesulfonyl chloride → HCID 24805800、化合物

HRID 522724ノート

反応式

HRID 522724 の反応式
[F:1][C:2]([F:9])([F:8])[C:3]1([CH2:6][OH:7])[CH2:5][CH2:4]1.[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([O:7][CH2:6][C:3]2([C:2]([F:9])([F:8])[F:1])[CH2:5][CH2:4]2)(=[O:19])=[O:18])=[CH:13][CH:12]=1

参加物

5

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 509906611-(Trifluoromethyl)cyclopropanemethanol

生成物 1

HCID 24805800HCID 24805800、化合物収率 81.6%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

Treat a solution of (1-(trifluoromethyl)cyclopropyl)methanol (7 g, 50 mmol) and 4-methylbenzene-1-sulfonyl chloride (10.4 g, 55 mmol) in anhydrous DCM (100 mL) with TEA (10 g, 100 mmol) and N,N-dimethylpyridin-4-amine (0.6 g, 5 mmol). Stir at RT overnight. Wash the mixture successively with HCl (2M), saturated NaHCO3, and brine, dry over Na2SO4 and concentrate under reduced pressure to give the title compound (12 g, 81% yield). 1H NMR (400 MHz, DMSO-d6): δ 7.79 (d, J=8.0 Hz, 2H), 7.50 (d, J=8.0 Hz, 2H), 4.13 (s, 2H), 2.43 (s, 3H), 1.08-1.05 (m, 2H), 0.96-0.94 (m, 2H).

後処理

  1. washWash the mixture successively with HCl (2M), saturated NaHCO3, and brine
  2. dry with materialdry over Na2SO4
  3. concentrationconcentrate under reduced pressure

出典と根拠

ORDレコード
ord-63256913ff1c41ef8d238a774484e5cc
出典データセット
uspto-grants-2016_05
特許番号
US09334267B2

反応ノート

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