反应详情

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.

1. additionwere added dropwise so that the reaction mixture
2. additionAfter completion of the addition the reaction mixture
3. additionadded dropwise
4. stirringstirred for 15 hours at RT
5. temperaturewhile cooling in an ice bath
6. extractionwas extracted three times at RT with 15 ml of ether each time
7. dry with materialThe combined organic extracts were dried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated by evaporation on a rotary evaporator (500 to 10 mbar)