Ammonia → HCID 10177328, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 1-(4-chlorophenyl)-2-phenyl-6,7-dihydro-5H-pyrrolizine-3-carboxylate (190 mg, 0.5 mmol) is taken up in CHCl3 (10 ml), the solution is cooled to 0-5° C. in an ice bath, and a solution of chlorosulphonic acid (1 ml, 1.75 g, 15 mmol) in CHCl3 (20 ml) is then slowly added dropwise (IT<10° C., 15 min). The mixture is then stirred at RT for 12 h, a solution of NH3 in dichloroethane (40 ml) saturated in the cold is added and it is stirred at RT for a further 12 h. It is then treated with ice water (5 ml), and the phase mixture is sucked through a G3 frit. The CHCl3 phase is separated from the now clear aqueous phase in a separating funnel. The filter residue is washed with a little water and CHCl3 and dried in vacuo. The dried solid substance is crystallized from MeOH: 0.13 g (70%).

Provenance & Evidence