Réaction #95468

Équation de réaction

(Z)-8-tetradecen-2-yn-1-ol

phosphorous tribromide

→

(Z)-1-bromo-8-tetradecen-2-yne

Solvants

ether

Conditions de réaction

Traitement

1. 1
   Températureunder reflux for 2.0 h
2. 2
   Autreto give 3.83 g of crude product
3. 3
   workup.DISTILLATIONIt was purified by evaporative distillation at 105° C.-120° C./0.25 mm

Mode opératoire

By the procedure of example 14, 3.82 g (18.34 mmol) of (Z)-8-tetradecen-2-yn-1-ol, 72 mg of dry pyridine, and 1.66 g (6.12 mmol) of phosphorous tribromide were reacted in 20 ml of ether under reflux for 2.0 h. It was worked up as described in example 14 to give 3.83 g of crude product. It was purified by evaporative distillation at 105° C.-120° C./0.25 mm to yield 3.64 g (73% by weight yield) of (Z)-1-bromo-8-tetradecen-2-yne as a colorless oil.

Source