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4-methylbenzo[d]oxazol-2(3H)-one synthesis

12synthesis methods
-

Yield:78258-80-7 99%

Reaction Conditions:

in acetonitrile at 23 - 70;

Steps:

80

To a solution of 2-amino-3-methylphenol (777 mg, 6.32 mmol) in acetonitrile (27 mL) at 23° C. was added 1,1'-carbonyldiimidazole (3.07 g, 18.9 mmol). The reaction mixture was heated to 70° C., and stirred overnight. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate (150 mL) and H2O (100 mL). The organic layer was separated and washed with brine (100 mL), dried (MgSO4), and concentrated to yield the crude product, which was purified by silica gel column chromatography (20-50% EtOAc in hexanes) to yield 4-methyl-3H-benzooxazol-2-one (931 mg, 99%).

References:

US2006/211603,2006,A1 Location in patent:Page/Page column 68