Réaction #215381

Équation de réaction

Triphenylmethyl chloride

but-3-yne-1-ol

pyridine

→

4-triphenylmethyloxybut-1-yne

Rendement 53.3%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   FiltrationThe reaction mixture is filtered
2. 2
   Lavagewashed with cold dilute hydrochloric acid, aqueous sodium bicarbonate and water
3. 3
   ConcentrationThe dried solution is concentrated to a solid which
4. 4
   Autreis crystallized from ether-petroleum ether

Mode opératoire

Triphenylmethyl chloride (122 g, 0.44 mol) is added to a solution of but-3-yne-1-ol (25 g, 0.36 mol) in dichloromethane (400 ml) containing pyridine (50 ml) and stirred overnight at room temperature. The reaction mixture is filtered and washed with cold dilute hydrochloric acid, aqueous sodium bicarbonate and water. The dried solution is concentrated to a solid which is crystallized from ether-petroleum ether to give 4-triphenylmethyloxybut-1-yne (60 g), m.p. 97°-99° (ether-petroleum ether).

Source