4-Toluenesulfonyl chloride → (S)-3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate

HRID 639501

反応式

HRID 639501 の反応式
[C:1]1([C@@H:7]([OH:11])[CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1N2CCN(CC2)C1.[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>C(Cl)Cl>[OH:11][C@H:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][CH2:9][O:10][S:26]([C:23]1[CH:24]=[CH:25][C:20]([CH3:30])=[CH:21][CH:22]=1)(=[O:28])=[O:27]

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 9237DabcoHCID 6950537(1S)-1-phenylpropane-1,3-diol

生成物 1

HCID 11449624(S)-3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of (S)-1-phenyl-propane-1,3-diol (0.5 g, 3.3 mmol) and triethylenediamine (368 mg, 3.3 mmol) in DCM (40 mL) cooled to 0° C. was added dropwise p-toluenesulfonyl chloride (1.96 g, 0.0103 mol) in DCM (20 mL). The reaction mixture was stirred for 1 h and then filtered through a pad of silica. The silica was washed with DCM and the filtrate was concentrated to give the title compound as a crude oil (0.485 mg).

後処理

  1. filtrationfiltered through a pad of silica
  2. washThe silica was washed with DCM
  3. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-4581cb2755ea45abb4da3f5afa673c8b
出典データセット
uspto-grants-2010_04
特許番号
US07691878B2

関連ノート

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