Ammonium Chloride → HCID 131723354, compound

Participants

Reaction Steps

2.0 g (7.5 mmole) of the 2-(dimethylamino-o-tolylmethyl) cyclohexanone prepared according to Example 66 were dissolved in 15 ml of tetrahydrofuran, added dropwise while cooling in an ice bath to 6.1 ml (12.2 mmole) of benzylmagnesium chloride (2 M solution in tetrahydrofuran), and stirred for 15 hours at RT. The reaction mixture was worked up by adding 158 ml of saturated ammonium chloride solution while cooling in an ice bath, and was extracted three times at RT with 15 ml of ether each time. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated by evaporation on a rotary evaporator (500 to 10 mbar). 3.39 g of crude base (98.5% of theory) were obtained, from which 0.83 g of 1-benzyl-2-(dimethylamino-o-tolylmethyl)cyclo-hexanol, hydrochloride (21.8% of theory) having a melting point of 180-183° C. was obtained according to the procedure described in Example 1 (3rd Stage) with chlorotrimethylsilane/water in 2-butanone.

Provenance & Evidence