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ChemicalBook CAS DataBase List Fluvoxamine maleate
61718-82-9

Fluvoxamine maleate synthesis

2synthesis methods
-

Yield:61718-82-9 161 mg

Reaction Conditions:

Stage #1:5-methoxy-1-(4-trifluoromethylphenyl)pentan-1-one;2-chloroethanamine hydrochloride with potassium hydroxide in water;dimethyl sulfoxide;toluene at 40 - 45;
Stage #2:maleic acid in water at 20 - 30;

Steps:

(0045) Stage-2: Preparation of Crude Fluvoxamine Maleate Formula I
(0045) Stage-2: Preparation of Crude Fluvoxamine Maleate Formula I (0046) To a prepared solution of dimethyl sulphoxide (575 ml), potassium hydroxide flakes (114.64 gm) and water (69 ml), stage-1 (115 gm) was added at temperature 40-45° C. The reaction mixture was stirred to get clear solution followed by adding 2-chloroethylamine hydrochloride (8636 gm) drop wise into the reaction mixture at temperature 40-45° C. and maintained for 1-2 hour. Water (1150 ml) was added in to the reaction mixture at temperature 25-30° C. and stirred for 20-25 minutes. Then toluene (575 ml×2) was added and stirred for 30 minutes and preceded for separation of layers followed by washing the toluene layer with water (1150×5 ml). The solution of maleic acid (48.47 gm) dissolved in water (98 ml) was added into above obtained toluene layer and stirred at temperature 25-30° C. for 2-3 hours. The reaction mixture was cooled to 0-5° C. and maintained for 30-40 minutes at the same temperature. The obtained material was washed with toluene, filtered and such dried. The wet cake was then added hexane (600 ml) and stirred for 30 minutes at temperature 25-30° C., filtered, washed with hexane and dried to get 161 gm of title compound. HPLC purity: >98.5%

References:

ZCL CHEMICALS LIMITED;AGARWAL, Nand Lal;PATEL, Trushar Dahyabhai;LORIYA, Pintu Balubhai US2016/168080, 2016, A1 Location in patent:Paragraph 0045; 0046; 0047

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