Benzyl Bromide → HCID 23458739, compound

Participants

Reaction Steps

17 g (0.10 mole) of benzyl bromide, dissolved in 20 ml of N,N-dimethylformamide are added to 24 g (0.0447 mole) of the alpha-isomer of tert-butyl 4-carboxy-8-phenyl-alpha-phthalimido-1-thia-3,8-diazaspiro[4.5]decane-2-acetate, obtained in 2.3, dissolved in 200 ml of N,N-dimethylformamide. The reaction mixture is stirred overnight at ambient temperature and is then poured onto ice, extracted three times with 500 ml amounts of ethyl acetate and the organic phase washed successively with a little water, with a saturated aqueous solution of sodium hydrogen carbonate and again with a little water. The solution is then dried and evaporated to dryness. After recrystallization from ethyl acetate, there are obtained 18.8 g tert-butyl 4-benzyloxycarbonyl-8-phenyl-alpha-phthalimido-1-thia-3,8-diazaspiro[4.5]decane-2-acetate. Yield: 66%; M.P. 184°-185° C.

Provenance & Evidence