Dimethyl Sulfoxide → {[(Prop-1-en-1-yl)oxy]methyl}benzene

Participants

Reaction Conditions

Reaction Steps

A mixture of 299 g of the crude product, 300 g of dimethyl sulfoxide, and 22.5 g (0.2 mol) of potassium t-butoxide was heated at 100° C. on the oil bath and ripened for 2 hours at the temperature. The solution was allowed to cool, and 650 g of water and 600 g of n-hexane were added thereto, from which the organic layer was collected. The organic layer was washed with 250 g of water, and the solvent was distilled off in vacuum, leaving 300 g of an oily substance. The oily substance was subjected to vacuum distillation, obtaining 258 g of the end product, benzyl propenyl ether. The yield was 87% (two steps) and the purity was 99.4% as analyzed by gas chromatography.

Provenance & Evidence