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Methyl 3-formyl-5-methylbenzoate synthesis

2synthesis methods
methyl 3-(hydroxymethyl)-5-methylbenzoate

105578-30-1
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Methyl 3-formyl-5-methylbenzoate

1205514-72-2
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Yield:1205514-72-2 84%

Reaction Conditions:

with pyridinium chlorochromate in dichloromethane at 20; for 2 h;Celite;

Steps:

10; 17

3-Formyl-5-meihylbenzoic acid methyl ester(3); To a stirred soiution of 3-hydroxymethy[-5-methylbenzoic acid methy. ester(14 4g, δOmmol) in dichloromethane(160ml), were added py?dimum chlorochromate(25 86g, 120mmol) and ceiιte(30g) After stirring for 2hr at room temperature, the mixture was diluted with ether and filtered through a plug of silica gel The plug was washed with ether The combined filtrate was evaporated in vacuo and the residue was pu?fjed by silica gel column chromatography(eiuent, ether hexane(1 9)) to give 12g(84%) of the title compound as a white solid m p 71-730C 1H-NMR(200MHz, CDCl3) δ 2 49(3H, s), 3 96(3H, s), 7 89(1 H, S)1 8 12(1 H, s), 8 32(1 H, s), 10 04(1H, s)

References:

WO2010/9047,2010,A1 Location in patent:Page/Page column 75