反応 #1519101

反応方程式

Tetrabromomethane

7-oxanorborn-2-en-5-ylmethanol

triphenylphosphine

→

7-oxanorborn-2-en-5-yl-methyl bromide

溶媒

CH2Cl2

反応条件

後処理

1. 1
   温度to warm to room temperature
2. 2
   その他The solvent was removed under reduced pressure
3. 3
   その他The crude product was purified by flash chromatography (
4. 4
   workup.ADDITIONa 98:2 mixture of cyclohexane and ethyl acetate)
5. 5
   その他0.3 g (59% of theory) of the pure product were obtained

実験手順

Tetrabromomethane (1.161 g, 3.50 mmol) was added to a solution of 7-oxanorborn-2-en-5-ylmethanol (0.305 g, 2.50 mmol, from Example 2) in CH2Cl2 (12.5 ml). The solution was cooled to 0° C. and admixed with triphenylphosphine (1.836 g, 7 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 12 h. The solvent was removed under reduced pressure and the remaining solid was taken up in cyclohexane. The crude product was purified by flash chromatography (using a 98:2 mixture of cyclohexane and ethyl acetate). 0.3 g (59% of theory) of the pure product were obtained. The product was stored under cool conditions with the exclusion of light.

出典