反応 #343945

反応方程式

1-chloro-2,2,2-trifluoroethane

benzyl mercaptan

sodium hydroxide

→

2,2,2-trifluoroethylthiomethylbenzene

収率 84.0%

反応条件

後処理

1. 1
   workup.ADDITIONwas charged to a resealable Carius tube under a nitrogen atmosphere
2. 2
   温度The tube was then cooled to 0° C.
3. 3
   その他unsealed and the contents separated into two layers
4. 4
   その他The lower organic layer was collected
5. 5
   洗浄washed with water
6. 6
   workup.DISTILLATIONpurified by short path distillation

実験手順

A mixture of 1-chloro-2,2,2-trifluoroethane (20 g), benzyl mercaptan (12.4 g, 99% strength), sodium hydroxide (22.0 g of a 22% aqueous solution) and hexadecyl tributyl phosphonium bromide (0.51 g) was charged to a resealable Carius tube under a nitrogen atmosphere and heated at 70° C. for 10 hours. The tube was then cooled to 0° C., unsealed and the contents separated into two layers. The lower organic layer was collected, washed with water and purified by short path distillation to give 2,2,2-trifluoroethylthiomethylbenzene, b.p. 60°-70° C./ 10 mmHg, 17.4 g (yield 84%, strength 99%). The identity of the product was confirmed by gc-mass spectroscopy and nuclear magnetic reconance, and by comparison with data provided in C. Bunyagidj et al, J Org. Chem., 1981, 46 3335.

出典