Hydrochloric Acid → HCID 131730080, compound

Participants

Reaction Steps

Dissolve 15 g (74.5 mmol) of tert-butyl(+/−)-3-hydroxypiperidinecarbamate while heating in 86.5 ml of toluene and successively add 11.9 ml of 50% sodium hydroxide solution (447 mmol), 2.53 g (7.5 mmol) of tetra-n-butylammonium hydrogen sulphate and 11.5 ml (96.9 mmol) of benzyl bromide. Stir the biphasic reaction mixture vigorously at 70° C. for 4 h. After cooling, add water and neutralize with conc. hydrochloric acid. Remove the organic phase, dry it over sodium sulphate and concentrate it under reduced pressure. Purify the crude product by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 30:1→10:1). 16.21 g of the target product are obtained (74.6% of theory).

Provenance & Evidence