Sodium hydride → HCID 20476990, compound

Participants

Reaction Steps

A solution of 260 mg of 4-chlorobenzyl mercaptan in 3 ml of dimethylformamide was mixed with 72 mg of 55% sodium hydride, and the mixture was stirred at room temperature for 30 minutes. 2 ml of a dimethylformamide solution containing 400 mg of 2-tosyloxymethyl-3,4-dihydro-2H-pyran were then added, and the mixture was stirred at 80°-90° C. for 4 hours. The mixture was then treated and the product purified essentially as described in Example 34(a) to give 224 mg of 2-(4-chlorobenzylthiomethyl)-3,4-dihydro-2H-pyran, as a colourless oil.

Provenance & Evidence