Hydrochloric Acid → HCID 19900248, compound

Participants

Reaction Steps

To a solution of 1-t-butyloxycarbonyl-2-methyl-3-(1-tetrahydropyranyloxyethyl)pyrrolidine (10.2 g) in acetic acid (100 ml) was added 6N-hydrochloric acid solution (100 ml) at ambient temperature. After stirring for 12 hours, the solvent was evaporated. The residue was dissolved into a mixture of tetrahydrofuran (50 ml) and water (50 ml). To the solution was dropwise added allyl chloroformate (4.1 ml) at 0° C., while adjusting pH to 9~10 with 30% aqueous sodium hydroxide solution. The mixture was extracted with ethyl acetate, and then the organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated to give 1-t-butyloxycarbonyl-3-(1-hydroxyethyl)-2-methylpyrrolidine 7.45 g).

Provenance & Evidence