4-Chlorobenzyl alcohol → 2-(4-chlorobenzyloxymethyl)-3,4-dihydro-2H-pyran

Participants

Reaction Steps

50 mg of 55% sodium hydride were added to a solution of 193 mg of 4-chlorobenzyl alcohol in 1 ml of dimethylformamide, and the mixture was stirred at room temperature for 30 minutes. A solution of 326 mg of 2-tosyloxymethyl-3,4-dihydro-2H-pyran in 2 ml of dimethylformamide was then added and the resulting mixture was allowed to react at 90° C. for 4 hours. The mixture was then treated and the product purified essentially as described in Example 34(a), to give 82 mg of 2-(4-chlorobenzyloxymethyl)-3,4-dihydro-2H-pyran, as a colourless oil.

Provenance & Evidence