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ethyl 6-methoxybenzo[d]isoxazole-3-carboxylate synthesis

2synthesis methods
-

Yield:57764-51-9 19%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 48 h;

Steps:

20

Potassium carbonate (9.42 mmol) and iodomethane (8.45 mmol) were added to a solution of crude ethyl 6-hydroxybenzo[d]isoxazole-3-carboxylate (2.42 mmol) in N,N-dimethylformamide (30 mL) and the reaction mixture was maintained for 48 h at rt in the dark. The reaction mixture was diluted with water (100 mL) and was extracted with ethyl acetate (2*100 mL). The combined organic layers were washed with brine (3*100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by chromatography (30/1 petroleum ether/ethyl acetate) to provide ethyl 6-methoxybenzo[d]isoxazole-3-carboxylate in 19% yield as a yellow solid. The following ester was prepared using this method: Ethyl 6-methoxybenzo[d]isoxazole-3-carboxylate.

References:

US2007/78147,2007,A1 Location in patent:Page/Page column 73

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