2-chloro-1-(2,6-dimethylpiperidin-1-yl)ethanone

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1-(α-Chloroacetyl)-2,6-dimethylpiperidine (18.9 grams; 0.1 mol), potassium thiocyanate (18 grams; 0.2 mol) and ethanol (100 ml) were charged into a glass reaction flask equipped with a mechanical stirrier and reflux condenser. The reaction mixture was heated at reflux, with stirring, for a period of about 3 hours. After this time the reaction mixture was cooled and filtered. The ethanol was evaporated under reduced pressure to yield a dark solid. The solid was extracted with two 200 ml portions of hot benzene. The benzene extracts were combined, were filtered and treated with activated charcoal. The benzene solution was then evaporated under reduced pressure to yield a dark colored oil which solidified upon standing. The solidified product then crystallized, to yield 1-(α-thiocyanoacetyl)-2,6-dimethylpiperidine as a pale yellow solid having a melting point of 81° to 82° C. and leaving the following elemental analysis as calculated for C10H16N2OS. equipped with a mechanical stirrier reflux condenser The reaction mixture was heated at reflux After this time the reaction mixture was cooled filtered The ethanol was evaporated under reduced pressure to yield a dark solid The solid was extracted with two 200 ml portions of hot benzene were filtered treated with activated charcoal The benzene solution was then evaporated under reduced pressure to yield a dark colored oil which The solidified product then crystallized