Methanol → HCID 19350806, compound

Participants

Reaction Conditions

Reaction Steps

5-Benzyloxymethyl-1,4-oxathian-2-ol (3.42 g) was dissolved in dried methylene chloride (60 ml), and the solution cooled to -78° C. A solution 1.0M diisobutyl aluminum hydride (21.5 ml) was added dropwise thereto for 20 minutes, and the resultant mixture stirred at the same temperature for 30 minutes to complete the reaction. To the reaction mixture, methanol (0.6 ml), saturated sodium sulfate solution (9 ml) and sodium sulfate (4.4 g) were sequentially added, and the mixture was stirred at room temperature for 30 minutes. The residue obtained by concentrating the reaction mixture was extracted with ethyl ether until the product could not be extracted any more with the same solvent. The extract was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to obtain the desired product (3.47 g) as pale yellow semi-solid.

Provenance & Evidence