تفاعل #1049537

معادلة التفاعل

N-bromosuccinimide

cyclopentane-octanol

triphenylphosphine

→

(8-bromooctyl)-cyclopentane

المردود 76.9%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر