ethyl (3S)-morpholine-3-carboxylate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of ethyl (3S)-morpholine-3-carboxylate (3.80 g) in a mixture of tetrahydrofuran (40 ml) and water (40 ml) was added a solution of allyl chloroformate (3.36 ml), in tetrahydrofuran (3 ml) under ice-cooling with stirring, keeping the pH between 8.5 and 9.5 with 4N aqueous sodium hydroxide. After stirring for 30 minutes, the mixture was extracted with ethyl acetate (100 ml), dried over magnesium sulfate, and evaporated to give ethyl (3S)-4-allyloxycarbonylmorpholine-3-carboxylate (5.83 g) as a syrup. After stirring for 30 minutes the mixture was extracted with ethyl acetate (100 ml) dried over magnesium sulfate evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of ethyl (3S)-morpholine-3-carboxylate (3.80 g) in a mixture of tetrahydrofuran (40 ml) and water (40 ml) was added a solution of allyl chloroformate (3.36 ml), in tetrahydrofuran (3 ml) under ice-cooling with stirring, keeping the pH between 8.5 and 9.5 with 4N aqueous sodium hydroxide. After stirring for 30 minutes, the mixture was extracted with ethyl acetate (100 ml), dried over magnesium sulfate, and evaporated to give ethyl (3S)-4-allyloxycarbonylmorpholine-3-carboxylate (5.83 g) as a syrup. After stirring for 30 minutes the mixture was extracted with ethyl acetate (100 ml) dried over magnesium sulfate evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of ethyl (3S)-4-benzylmorpholine-3-carboxylate (6.50 g) in methanol (130 ml) was hydrogenated under atmospheric pressure of hydrogen over 20% palladium hydroxide on carbon (0.6 g) for 3 hours at ambient temperature. The catalyst was filtered off and the methanol was evaporated to give ethyl (3S)-morpholine-3-carboxylate (3.83 g) as a syrup. The catalyst was filtered off the methanol was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of ethyl (3S)-morpholine-3-carboxylate (3.80 g) in a mixture of tetrahydrofuran (40 ml) and water (40 ml) was added a solution of allyl chloroformate (3.36 ml), in tetrahydrofuran (3 ml) under ice-cooling with stirring, keeping the pH between 8.5 and 9.5 with 4N aqueous sodium hydroxide. After stirring for 30 minutes, the mixture was extracted with ethyl acetate (100 ml), dried over magnesium sulfate, and evaporated to give ethyl (3S)-4-allyloxycarbonylmorpholine-3-carboxylate (5.83 g) as a syrup. After stirring for 30 minutes the mixture was extracted with ethyl acetate (100 ml) dried over magnesium sulfate evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of ethyl (3S)-4-benzylmorpholine-3-carboxylate (6.50 g) in methanol (130 ml) was hydrogenated under atmospheric pressure of hydrogen over 20% palladium hydroxide on carbon (0.6 g) for 3 hours at ambient temperature. The catalyst was filtered off and the methanol was evaporated to give ethyl (3S)-morpholine-3-carboxylate (3.83 g) as a syrup. The catalyst was filtered off the methanol was evaporated