1-Propanol → HCID 10933542, compound

Participants

Reaction Steps

Titanium IV propoxide (12.1 g) was added to a stirred mixture of ethyl diethylphosphonoacetate (100.4 g) and n-propanol (610 cm3) under a nitrogen atmosphere. The mixture was stirred at the ambient temperature for a total of 18 hours, after which time analysis of the mixture showed that the reaction was complete. The volatile components were removed by distillation firstly at atmospheric pressure and then under reduced pressure on a rotary evaporator. 1.5 M aqueous hydrochloric acid (350cm3) was added to the crude product and the mixture extracted with diethyl ether. The organic layer was separated and washed with further 1.5 M aqueous hydrochloric acid solution. The aqueous phases were combined and extracted with more diethyl ether (2×100cm3). All of the organic layers were combined, washed with water and dried over anhydrous magnesium sulphate. Evaporation of the solvent under reduced pressure qave a yellow oil (85.4 g) which was used without further purification.

Provenance & Evidence