Реакция #1925295

Уравнение реакции

Z-3-[4-dimethylaminomethyl-3-(3-methoxy-phenyl)-2-methyl-cyclohex-2-enylidenemethyl]-benzoic acid methyl ester

potassium hydroxide

hydrochloric acid

→

Z-3-[4-dimethylaminomethyl-3-(3-methoxy-phenyl)-cyclohex-2-enylidenemethyl]-benzoic acid

Выход 96.7%

Растворители

methanol

Условия реакции

Обработка

1. 1
   ТемператураAfter the reaction mixture had cooled to room temperature
2. 2
   ДругоеThe phases were separated
3. 3
   Промывкаthe aqueous phase was washed 3 times with 20 ml ethyl acetate each time
4. 4
   СушкаThe combined organic phases were dried over magnesium sulfate

Методика

3 g of the Z-3-[4-dimethylaminomethyl-3-(3-methoxy-phenyl)-2-methyl-cyclohex-2-enylidenemethyl]-benzoic acid methyl ester, as the base, prepared according to example 1 were dissolved in 30 ml methanol, and 30 ml 1 N potassium hydroxide solution were added. The mixture was stirred at 60° C. for 2 hours. After the reaction mixture had cooled to room temperature, 1 N hydrochloric acid was added to the mixture until a pH of 4 was established. The phases were separated and the aqueous phase was washed 3 times with 20 ml ethyl acetate each time. The combined organic phases were dried over magnesium sulfate and freed from the solvent in vacuo. 2.7 g Z-3-[4-dimethylaminomethyl-3-(3-methoxy-phenyl)-cyclohex-2-enylidenemethyl]-benzoic acid base were obtained in this way in the form of an orange-yellow oil. To prepare the hydrochloride, the base was dissolved in 10 ml acetone, and an equimolar amount of trimethylchlorosilane and water was added. 2.4 g (77% of theory) Z-3-[4-dimethylaminomethyl-3-(3-methoxy-phenyl)-cyclohex-2-enylidenemethyl]-benzoic acid hydrochloride (14) were obtained in this way in the form of white crystals.

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