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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258806Generated: October 26, 2026

Potassium Carbonate → 2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one

https://huagongshe.com/reaction/1258806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-bromo-N-(2-hydroxyphenyl)-2-methylpropionamideHCID 14684985—
SolventDimethylformamideHCID 6228—
Product2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 1060739584.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 2-Bromo-N-(2-hydroxy-phenyl)-2-methyl-propionamide (21.8 g, 84.4 mmol) in DMF (85 mL) at 25° C. was added potassium carbonate (23.32 g, 168.99 mmol) and stirred the reaction mixture at 80° C. for 4 h. After TLC reaction mixture was filtered through celite and diluted with ethyl acetate 500 mL and then washed with water (100 mL×3), brine (100 mL), dried over anhydrous sodium sulfate, concentrated to give 2,2-dimethyl-4H-benzo[1,4]oxazin-3-one (12.64 g) as brown solid which was purified by column chromatography to furnish 8.5 g pure compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466114B2
Source datasetuspto-grants-2013_06
ORD IDord-eba3b2726f57494a877229873d1503a2
Source noteuspto-grants-2013_06