Carbamic Acid → HCID 78035674, compound

Participants

Reaction Conditions

Reaction Steps

Step a) A mixture of (1SR,6RS)-1-(3-nitrophenyl)-4-oxa-2-azabicyclo[4.1.0]heptan-3-one (3.55 g, 15.2 mmol, Eq: 1.00) and lithium hydroxide monohydrate (6.36 g, 152 mmol, Eq: 10) in water (40 ml) and ethanol (8 ml) was stirred at 100° C. for 1.75 h. Cooled to 23° C., huge precipitate (salt of the carbamic acid), acidified with conc. HCl to pH<1 (CO2 evolution!), stirred at 23° C. for 5 min, made alkaline with 10 M NaOH-sol., extracted thrice with dichloromethane, dried combined organic layer over Na2SO4. Removal of the solvent in vacuum left the ((1RS,2SR)-2-amino-2-(3-nitrophenyl)cyclopropyl)methanol (3.085 g, 14.8 mmol, 97.8% yield) as a brown oil.

Provenance & Evidence