Hydrochloric Acid → cis-3-Amino-4-methoxypyrrolidine dihydrochloride

Participants

Reaction Steps

64 ml of 6N aqueous hydrochloric acid were added to a solution of 4.16 g (0.019 mole) of 3-amino-1-t-butoxycarbonyl-4-methoxypyrrolidine in 200 ml of ethanol, and the mixture was heated under reflux for 1 hour. At the end of this time, the solvent was completely removed by evaporation to dryness under reduced pressure to obtain cis-3-amino-4-methoxypyrrolidine dihydrochloride as a brown powder. The whole of this dihydrochloride was dissolved in 20 ml of water, 1.97 g (0.037 mole) of sodium methoxide was added thereto, and the solvent was removed by evaporation under reduced pressure to give a residue, which was washed with a 1:1 by volume mixture of ethanol and ethyl acetate. The washings were concentrated by evaporation under reduced pressure to afford 2.06 g of cis-3-amino-4-methoxypyrrolidine as a brown oily substance.

Provenance & Evidence