Ammonium Chloride → 1-(4-Tert.-butylbenzyl)-2-[(3,4-dichlorophenyl)dimethylaminomethyl]cyclohexanol, hydrochloride

関与物質

反応手順

0.24 g (9.9 mmole) of magnesium turnings was stirred in 5 ml of ether of analysis purity. 1.81 g (9.9 mmole) of 4-tert.-butylbenzyl chloride dissolved in 5 ml of ether were added dropwise so that the reaction mixture boiled gently. After completion of the addition the reaction mixture was stirred for a further hour at RT. 2.48 g (8.3 mmole) of the 2-[(3,4-dichlorophenyl)dimethylaminomethyl]cyclohexanone prepared according to Example 39 were dissolved in 10 ml of ether, added dropwise while cooling in an ice bath to the Grignard reagent, and stirred for 15 hours at RT. The reaction mixture was worked up by adding 15 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). 3.69 g of crude base (99.6% of theory) were obtained, from which 1.54 g of 1-(4-tert.-butylbenzyl)-2-[(3,4-dichlorophenyl)dimethylaminomethyl]cyclohexanol, hydrochloride (38.3% of theory) were obtained according to the procedure described in Example 1 (3rd Stage) with chlorotrimethylsilane/water in 2-butanone. The hydrochloride decomposes on heating above 210° C.

情報源と証拠