p-Toluenesulfonic acid → Dimethylallyl ether

Participants

Reaction Steps

To 30 g of 3-methyl-2-buten-1-ol [prenol] was added 0.74g of p-toluenesulfonic acid, and the mixture was stirred under reflux (at 130°-140° C.) for 3 hours. The reaction solution separated into two layers. The lower layer comprised water and the upper layer was subjected to gas chromatographic analysis revealing that about 4% of the starting prenol remained and that diprenyl ether was formed in a yield of about 50% based on the starting prenol together with unknown products. After distillation under reduced pressure was isolated diprenyl ether having the following properties.

Provenance & Evidence