Sulfuric Acid → Tert-butyl 2-bromo-4-methylpentanoate

Temperature

-40 °C

The product from Step 1 above (63.3 g, 0.32 mol) was dissolved in dichloromethane (250 mL), concentrated sulfuric acid (2 mL) was added, and cooled to −40° C. in a pressure bottle. Isobutene was condensed into the solution to roughly double the volume, and the mixture was then allowed to warm to room temperature overnight. Following evaporation to half of the volume under reduced pressure, the solution was washed with 10% aqueous sodium bicarbonate, dried over Na2SO4, and thoroughly evaporated under reduced pressure at room temperature to leave the title compound as a yellow oil (79.9 g, 0.314 mol; 98%).

1. customcondensed into the solution
2. temperatureto warm to room temperature overnight
3. customevaporation to half of the volume under reduced pressure
4. washthe solution was washed with 10% aqueous sodium bicarbonate
5. dry with materialdried over Na2SO4
6. customthoroughly evaporated under reduced pressure at room temperature

ORD record

ord-315b50be6d1e4a19b8525ca5a9ac861c

Source dataset

uspto-grants-2001_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06194451B1