4-Toluenesulfonyl chloride → (Z)-4-(4-Chlorophenyl)-2-buten-1-ol 4-methylbenzenesulfonate

HRID 464030ノート

反応式

HRID 464030 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]/[CH:9]=[CH:10]\[CH2:11][OH:12])=[CH:4][CH:3]=1.[OH-:13].[K+].[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][CH:16]=1>CCOCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8]/[CH:9]=[CH:10]\[CH2:11][OH:12])=[CH:6][CH:7]=1.[CH3:25][C:15]1[CH:20]=[CH:19][C:18]([S:21]([O-:23])(=[O:22])=[O:13])=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 14797Potassium HydroxideHCID 13660260HCID 13660260、化合物

生成物 1

HCID 131714350(Z)-4-(4-Chlorophenyl)-2-buten-1-ol 4-methylbenzenesulfonate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Dissolve 7.3 g (0.04 mole) of (Z)-4-(4-chlorophenyl)but-2-en-ol in 100 ml of anhydrous ether. Add 3.2 g (0.05 mole) of powdered 86% KOH. Stir and cool the mixture in ice bath while adding a solution of 8.4 g (0.044 mole) of p-toluenesulfonyl chloride in 50 ml of anhydrous ether. Slowly warm the reaction mixture to room temperature and stir at room temperature for 16 hours. Remove the solid by filtration. Wash the filtrate with saturated aqueous sodium bicarbonate, H2O. Dry, evaporate, and recrystallize from cyclohexane to yield the title compound.

後処理

  1. temperaturecool the mixture in ice bath
  2. stirringstir at room temperature for 16 hours
  3. customRemove the solid
  4. filtrationby filtration
  5. washWash the filtrate with saturated aqueous sodium bicarbonate, H2O
  6. customDry
  7. customevaporate
  8. customrecrystallize from cyclohexane

出典と根拠

ORDレコード
ord-c561988f1b4741a29d719acbe2eb3f19
出典データセット
uspto-grants-1985_10
特許番号
US04545995

反応ノート

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