Water → 1-Bromo-2-[(propan-2-yl)oxy]benzene

2-Bromophenol (500 mg, 2.9 mmol) was dissolved in dry dimethylformamide (5 mL) under a dry nitrogen atmosphere. Powdered dry cesium carbonate (1.41. g, 4.34 mmol) was added, followed by the addition of 2-bromopropane (404 μL, 4.05 mmol) over a 2 min period. The mixture was stirred at room temperature overnight. Water (50 mL) was added and the mixture extracted with ethyl acetate (2×50 mL). The combined extracts were successively washed with water (25 mL) and saturated salt solution (25 mL) and dried over anhydrous magnesium sulfate. The dried solution was filtered and the solvents removed rotoevaporation to yield the title compound as an oil (522 mg, 84% yield).

1. extractionthe mixture extracted with ethyl acetate (2×50 mL)
2. washThe combined extracts were successively washed with water (25 mL) and saturated salt solution (25 mL)
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationThe dried solution was filtered
5. customthe solvents removed rotoevaporation

ORD record

ord-1b825598d1db465695fe72580ad9a769

Source dataset

uspto-grants-2001_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06291511B1