Hydrochloric Acid → HCID 18980499, compound

Participants

Reaction Steps

78 g (0.24 mmole) 7-dimethylaminomethyl-8-(3-methoxy-phenyl)-1,4-dioxaspiro[4.5]decan-8-ol (65) were dissolved in a 500 ml tetrahydrofuran and cooled to a temperature between 0° C. and 5° C. 200 ml of aqueous hydrochloric acid (2:1 concentrated hydrochloric acid/water) were added over 30 minutes. The mixture was stirred for 12 hours at room temperature and was subsequently cooled to a temperature between 0° C. and 5° C. After adding 250 ml of concentrated aqueous sodium hydroxide solution the product was extracted three times with ether and dried over sodium sulphate. After removing the solvent by distillation, the residue (66 g) was introduced on to a silica gel column and eluted successively with diisopropyl ether, 1:1 diisopropyl ether/ether and 1:1 ethyl acetate/methanol. 36 g base (66) (48%% theoretical) were obtained as a light yellow, viscous oil.

Provenance & Evidence