Hydrochloric Acid → HCID 67071421, compound

Participants

Reaction Conditions

Reaction Steps

HCl 20% aq. (5 ml, 30 mmol) was added to a suspension of (+)-(E)-3-[1′-[(S)-2-(6-methoxynaphthalen-2-yl)propanoyl]-4-oxo-spiro(chromane-2,3′-pyrrolidine)-6-yl]-acrylic acid methyl ester (926 mg, 1.85 mmol) in glacial AcOH (5 ml). The mixture was stirred in the microwave oven at 120° C. for 3 h. Water (5 ml) was added and the reaction mixture was extracted three times with DCM. The aqueous phase was evaporated under vacuum. MeOH (25 ml) and a catalytic amount of H2SO4 were added and the mixture was heated to 70° C. overnight. The solution was poured into water and NH3 was added to adjust the pH value to 9-10. The aqueous phase was extracted with DCM, dried over Na2SO4 and filtered. The solvent was evaporated to give (+)-(E)-3-[4-oxo-spiro(chromane-2,3′-pyrrolidine)-6-yl]-acrylic acid methyl ester (210 mg) as a yellow oil (free base).

Provenance & Evidence