Formaldehyde → HCID 68414999, compound

Participants

Reaction Steps

To a solution of 2.4 mL of formaldehyde (36.5% in water), 3.1 mL of aniline and 1.0 g of (S)-proline in 125 mL of DMSO was added 6.0 mL of 2-cyclohexen-1-one. The mixture was stirred for 72 h at rt, quenched with water and extracted with toluene. The organic phase was dried over anh. Na2SO4 and concentrated in vacuo. The crude product was purified by CC using EtOAc/heptane 1/5 to 1/3 to yield 1.1 g of (1S,4S)-2-phenyl-2-aza-bicyclo[2.2.2]octan-5-one a as yellow oil.

Provenance & Evidence