Carbonate Ion → 1-(5-Bromo-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-one

Temperature

60 °C

1-[5-Bromo-2-hydroxyphenyl]ethanone (8.4 g) was dissolved in N,N-dimethylformamide (50 mL). To the reaction mixture were added carbonate (16.2 g) and 1-bromo-3-methylbutan-2-one (8.4 g) synthesized in Example A75(1) at room temperature potassium, and the mixture was stirred at 60° C. for 1 hr. The reaction mixture was filtered through celite, water (100 mL) was added, and the mixture was extracted with diethyl ether (50 mL×2). The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The precipitate was washed with diisopropyl ether to give the title object compound (10.2 g, 77%) as a pale-yellow solid.

1. customsynthesized in Example A75(1) at room temperature
2. filtrationThe reaction mixture was filtered through celite, water (100 mL)
3. additionwas added
4. extractionthe mixture was extracted with diethyl ether (50 mL×2)
5. washThe extract was washed with saturated brine
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. washThe precipitate was washed with diisopropyl ether

ORD record

ord-fe3c74d81ec04a649bc7f08fb37a7082

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436043B2