1-Bromo-2-methylpropane → HCID 69321934, compound

Temperature

80 °C

A mixture of 5-hydroxy-2,2-dimethyl-4H-1,3-benzodioxin-4-one (880 mg, 4.53 mmol), potassium carbonate (1.89 g, 13.7 mmol) and isobutyl iodide (0.52 mL, 4.6 mmol) in N,N-dimethylformamide (5 mL) in a sealed tube was stirred at 80° C. After being stirred for 8 h, additional reagents (potassium carbonate: 2.0 g, 14 mmol; isobutyl bromide: 1.0 mL, 9.2 mmol) were added to the mixture, and the mixture was stirred at 130° C. for 10 h. After cooling to 80° C., methanol (3 mL) was added to the mixture, and the mixture was stirred further 15 h. Then the mixture was cooled to room temperature, diluted with ethyl acetate and washed with brine. The organic layer was dried over magnesium sulfate and concentrated in vacuo to give 836 mg (82%) of the title compound as a solid.

1. stirringAfter being stirred for 8 h
2. stirringthe mixture was stirred at 130° C. for 10 h
3. temperatureAfter cooling to 80° C.
4. stirringthe mixture was stirred further 15 h
5. temperatureThen the mixture was cooled to room temperature
6. washwashed with brine
7. dry with materialThe organic layer was dried over magnesium sulfate
8. concentrationconcentrated in vacuo

ORD record

ord-0f789401e8294941b8744aaece9a9dec

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08816090B2