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ChemicalBook CAS DataBase List Venlafaxine
93413-69-5

Venlafaxine synthesis

9synthesis methods
-

Yield:93413-69-5 78%

Reaction Conditions:

with hydrogen;platinum on carbon in methanol;water at 40 - 50; under 7355.72 - 14711.4 Torr; for 10 - 24 h;Product distribution / selectivity;

Steps:

6
An autoclave was charged with methanol (200 ml), l-[Cyano-(4- methoxyphenyl)methyl]-cyclohexanol (II) (25 g, 0.1019 mole) , palladium on charcoal (10%, 50% wet) (25 g) , hydrochloric acid (1-3 mole). While supplying hydrogen gas at 0- 20 kg/cm2, the mixture was slowly heated to 4O0C and then heated to 40-500C for about 7- 12 hours with hydrogen pressure 15-20 kg/cm2. After completion of the reaction, the mass EPO was cooled to 25-3O0C and the hydrogen pressure was slowly released . The catalyst was filtered off and washed with methanol. 50% solution of sodium hydroxide was added in sufficient quantity to the clear solution to bring pH to 10.5-11.0 and filtered through celite bed. The solvent methanol was distilled out. The residue was extracted with ethyl acetate after diluting it with water. The organic layer was washed with water, brine and distilled off to yield 24.15 g (yield 85.5%) of l-[2-amino-l-(4-niethoxyphenyl)ethyl]-cyclohexanol (IH).

References:

TEVA PHARMACEUTICAL INDUSTRIES LTD.;TEVA PHARMACEUTICALS USA, INC. WO2007/47972, 2007, A2 Location in patent:Page/Page column 19

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