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ChemicalBook CAS DataBase List 1,2-BENZISOXAZOLE-4-OL, 3-METHYL-
51110-58-8

1,2-BENZISOXAZOLE-4-OL, 3-METHYL- synthesis

3synthesis methods
Ethanone, 1-(2,6-dihydroxyphenyl)-, O-acetyloxime

1380697-19-7
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Yield:51110-58-8 137 mg

Reaction Conditions:

with pyridine for 2 h;Reflux;

Steps:

10 Intermediate 10 3-methyl-1,2-benzisoxazol-4-ol

Intermediate 10 3-methyl-1,2-benzisoxazol-4-ol [0507] [0508] To 1-(2,6-dihydroxyphenyl)ethanone O-acetyloxime (Intermediate 9, 437 mg) pyridine (4.0 ml) was added and the reaction mixture was stirred at reflux for 2 hours. After the addition of HCl (4.0 ml of a 5M aqueous solution), the mixture was extracted 3 times with Et2O and the collected organic layers were washed with HCl (1M, aqueous solution). The organic phase was dried over sodium sulphate and filtered. Evaporation afforded the title compound (137 mg). [0509] 1H-NMR (400 MHz, DMSO-d6): δ ppm 10.67 (1H, br. s), 7.48-7.33 (1H, m), 7.08-6.99 (1H, m), 6.69-6.62 (1H, m), 2.58 (3H, s).

References:

US2013/267510,2013,A1 Location in patent:Paragraph 0507-0509