Chloride → HCID 131723344, compound

Participants

Reaction Steps

3.0 g (13.0 mmole) of the 2-(dimethylaminophenylmethyl)cyclohexanone prepared according to Example 1 were dissolved in 10 ml of tetrahydrofuran, added dropwise while cooling in an ice bath to 7.8 ml (15.6 mmole) of cyclohexylmagnesium chloride (2 M solution in tetrahydrofuran), and stirred for 15 hours at RT. The reaction mixture was worked up by adding 20 ml of saturated ammoniun chloride solution while cooling in an ice bath and extracted three times at RT, with 20 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). 4.03 g of crude base (98.5% of theory) were obtained, from which 2.22 g of 2-(dimethylaminophenylmethyl)bicyclohexyl-1-ol, hydrochloride (48.5% of theory) with a melting point of 220° C.-223° C. were obtained according to the procedure described in Example 1 (3rd Stage) with chlorotrimethylsilane/water in 2-butanone.

Provenance & Evidence