反応 #822211

反応方程式

thionyl chloride

5-bromoindan-1-ol

sodium hydrogen carbonate

→

5-bromo-1-chloroindane

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   その他to come up slowly to ambient temperature
2. 2
   抽出The organic phase is extracted twice with 50 mL of water
3. 3
   乾燥The combined organic phases are dried over magnesium sulfate
4. 4
   ろ過filtered
5. 5
   workup.DISTILLATIONthe solvent is distilled off

実験手順

3.09 mL (37.45 mmol) of thionyl chloride, dissolved in cooled dichloromethane, are added dropwise at −10° C. to a solution of 3.8 g (17.83 mmol) of 5-bromoindan-1-ol in 200 mL dichloromethane. The reaction mixture is allowed to come up slowly to ambient temperature and stirred for 14 hours at ambient temperature. Then ice and 100 mL of dilute sodium hydrogen carbonate solution are added successively. The organic phase is extracted twice with 50 mL of water. The combined organic phases are dried over magnesium sulfate, filtered and the solvent is distilled off. Yield: 3.7 g (90% of theory); C9H8BrCl (M=231.52); Rf value: 0.91 (silica gel, petroleum ether/ethyl acetate (6:4)).

出典