Chloromethyl Methyl Ether → HCID 22319851, compound

Participants

Reaction Conditions

Reaction Steps

0.19 g of the diastereomer (a) isolated in Example 51 was dissolved in 30 ml of dichloromethane, and to the resulting solution were added 0.20 ml of diisopropylamine and 0.70 ml of chloromethylmethylether. The resulting solution was stirred at 40° C. for one and a half hours. Adding of reagent and stirring were continued at 40° C. until TLC indicated that starting materials had been consumed. As a result, adding 0.70 ml of diisopropylethylamine and 2.4 ml of chloromethylmethylether and stirring for seven hours had been required. The reaction solution was poured into ice water and the organic phase was separated. The aqueous phase was extracted with dichloromethane. The organic phase was washed water and a saturated saline solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude product was purified by column chromatography on silica gel, and the eluate with ethyl acetate-hexane (1:6) was collected, to afford 0.17 g of the titled compound (a) and 10 mg of the titled compound (b) as colorless liquid.

Provenance & Evidence