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ChemicalBook CAS DataBase List Methyl 4-[3-(dimethylamino)propoxy]benzoate
190660-97-0

Methyl 4-[3-(dimethylamino)propoxy]benzoate synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with potassium carbonate in dimethyl sulfoxide at 20; for 16 h;

Steps:

2
A solution of 1 g (6.6 mmol) of methyl 4-hydroxybenzoate, 969 mg (7.9 mmol, 1.2 eq) of 3-dimethylamino-1-propyl chloride hydrochloride and 1.8 g (13.2 mmol, 2.0 eq) of potassium carbonate in 30 mL of DMSO is stirred at room temperature for 16 h. The mixture is diluted with water and the product is extracted into ethyl acetate. The organic layer is washed with water and brine, dried over sodium sulfate and concentrated. The residue is purified by flash chromatography to give 4-(3-dimethylamino-propoxy)-benzoic acid methyl ester.

References:

Bentzien, Joerg Martin;Takahashi, Hidenori US2008/261975, 2008, A1 Location in patent:Page/Page column 12