反応 #1049537

反応方程式

N-bromosuccinimide

cyclopentane-octanol

triphenylphosphine

→

(8-bromooctyl)-cyclopentane

収率 76.9%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.WAITThe reaction mixture was left
2. 2
   ろ過filtered
3. 3
   濃縮the filtrate was concentrated
4. 4
   その他The residue was partitioned between 50 ml of methanol/water (vol.) 4:1 and 40 ml of hexane
5. 5
   その他the methanol phase was separated
6. 6
   洗浄The hexane phase was washed twice with 20 ml of methanol/water 4:1 each time
7. 7
   濃縮concentrated
8. 8
   workup.DISTILLATIONDistillation of the residue in a bulb-tube at 130°-150° C./0.05 Torr

実験手順

2.4 g of N-bromosuccinimide were added portionwise to a solution of 2.27 g of cyclopentane-octanol and 3.22 g of triphenylphosphine in 40 ml of dichloromethane in an ice bath. The reaction mixture was left to stand at room temperature overnight, filtered and the filtrate was concentrated. The residue was partitioned between 50 ml of methanol/water (vol.) 4:1 and 40 ml of hexane and the methanol phase was separated. The hexane phase was washed twice with 20 ml of methanol/water 4:1 each time and concentrated. Distillation of the residue in a bulb-tube at 130°-150° C./0.05 Torr gave 2.3 g of (8-bromooctyl)-cyclopentane as a colorless oil.

出典