Water → HCID 66790190, compound

To a suspension of 2-amino-5-nitrophenol (3.00 g) in N,N-dimethylformamide (30 mL) was added potassium fluoride (3.40 g), and the mixture was stirred at room temperature for 15 minutes, and thereto was added 2-bromo-2-methylpropiophenone (4.42 g). The mixture was stirred at room temperature for 0.5 hour, at 60° C. for 20 hours and at 80° C. for 3 days. After cooling, to the reaction mixture was added cold water, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and brine, dried over sodium sulfate and concentrated in vacuo. The resultant residue was purified by column chromatography on silica gel (solvent; n-hexane/ethyl acetate=10/1) to give 2,2-dimethyl-7-nitro-3-phenyl-2H-1,4-benzoxazine (3.65 g) as a pale yellow powder.

1. stirringThe mixture was stirred at room temperature for 0.5 hour, at 60° C. for 20 hours and at 80° C. for 3 days
2. temperatureAfter cooling, to the reaction mixture
3. extractionthe mixture was extracted with ethyl acetate
4. washThe organic layer was washed successively with water and brine
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customThe resultant residue was purified by column chromatography on silica gel (solvent; n-hexane/ethyl acetate=10/1)

ORD record

ord-3046ca441897422e8aed719206396c68

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07998956B2