Hydrochloric Acid → HCID 18468579, compound

Participants

Reaction Conditions

Reaction Steps

Under an atmosphere of argon, 1.63M n-butyl lithium in hexane (4.05 ml) was added to a solution of diisopropylamine (0.925 ml) in tetrahydrofuran (5 ml) and hexamethyl phosphoramide (HMPA) (3 ml) at −78° C. The mixture was stirred at −78° C. for 15 minutes. A solution of the compound prepared in Example 2(1) (0.442 g) in tetrahydrofuran (3 ml) was added to this solution at −78° C. The mixture was stirred at room temperature for 30 minutes. Benzyloxymethyl chloride (0.313 g) was added to the reaction mixture at −78° C. The mixture was stirred at −78° C. for 2 hours. To the reaction mixture, 1N hydrochloric acid was added. The mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated to give the title compound (0.22 g) having the following physical data.

Provenance & Evidence