Methyl iodide → HCID 77230947, compound

Temperature

60 °C

To a solution of 4-oxo-6-phenyl-4H-pyran-3-yl acetate (100 mg, 0.4 mmol) in MeOH (10.9 mL) is added K2CO3 (180 mg, 1.3 mmol) and the reaction was stirred for 15 min at room temperature. The reaction mixture was concentrated under reduced pressure to provide 5-hydroxy-2-phenyl-4H-pyran-4-one which was used in the subsequent step without further purification. To a solution of crude 5-hydroxy-2-phenyl-4H-pyran-4-one (0.4 mmol) in acetone (10.9 mL) is added iodomethane (0.7 mL, 11.3 mmol) and the reaction mixture was heated at 60° C. for 2 h. After being cooled to room temperature, the reaction was concentrated under reduced pressure and diluted with CHCl3 (10 mL) and water (10 mL). The layers were separated and the organic fraction washed with sat. aq. NaCl, dried (Na2SO4), and concentrated under reduced pressure to provide (93%) of 5-methoxy-2-phenyl-4H-pyran-4-one as tan crystals which were used in the subsequent step without further purification. LC/MS (M+H)+ 203.

1. customwas used in the subsequent step without further purification
2. temperatureAfter being cooled to room temperature
3. concentrationthe reaction was concentrated under reduced pressure
4. additiondiluted with CHCl3 (10 mL) and water (10 mL)
5. customThe layers were separated
6. washthe organic fraction washed with sat. aq. NaCl
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated under reduced pressure

ORD record

ord-3dd6fff10ebf4b179e7f24200027dcbd

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09024032B2