Thionyl Chloride → 1-(Chloromethyl)-2-(methylsulfanyl)benzene

HRID 2303439ノート

反応式

HRID 2303439 の反応式
O[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][CH3:10].O=S(Cl)[Cl:13]>C(Cl)Cl>[Cl:13][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][CH3:10]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 3551404(2-Methylsulfanylphenyl)methanol

生成物 1

HCID 124145821-(Chloromethyl)-2-(methylsulfanyl)benzene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

2-Hydroxymethyl-1-methylthiobenzene (3.3 g, 21 mmol) is dissolved in 20 ml of absolute CH2Cl2 under an argon atmosphere. A solution of SOCl2 (2.6 g, 21 mmol) in 10 ml of absolute CH2Cl2 is added dropwise with stirring to this initial mixture in the course of 15 min, first under reflux, then at an internal temperature of 30° C. The reaction mixture is stirred under reflux for 2.25 h. The reaction mixture is concentrated and the oily crude product is purified by bulb tube distillation (7.9×10−2 mbar, 125-140° C.): colorless oil; yield: 3.3 g (88%).

後処理

  1. temperaturefirst under reflux
  2. customat an internal temperature of 30° C
  3. temperatureunder reflux for 2.25 h
  4. concentrationThe reaction mixture is concentrated
  5. customthe oily crude product is purified by bulb tube
  6. distillationdistillation (7.9×10−2 mbar, 125-140° C.)

出典と根拠

ORDレコード
ord-ae0945fb2ca344caaf5993620ddfea24
出典データセット
uspto-grants-2002_08
特許番号
US06432988B1

反応ノート

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