Sulfuric Acid → tert-Butyl 2-bromopropanoate

Temperature

-10 °C

Isobutylene (2.4 g, 42.8 mmoles) was condensed into a pressure bottle at −15° C. Dioxane (6 mL) and 2-bromopropionic acid (3.5 mL, 38.9 mmoles) were added and the mixture was stirred for 5 min, warmed to −10° C., and concentrated sulfuric acid (250 μL) was added. The bottle was scaled, the reaction mixture was stirred overnight at room temperature, and the bottle was then opened and the contents poured into dichloromethane (50 mL). The solution was washed with 2096 potassium carbonate (50 mL), water (50 ml), dried over anhydrous magnesium sulfate and evaporated to give t-butyl bromopropionate (2.17 g, 27%). 1HMR (CDCl3, δ): 4.31 (1H, q, 7.1 Hz), 1.81 (3H, d, 7.1 Hz), 1.52 (9H, s).

1. customcondensed into a pressure bottle at −15° C
2. stirringthe reaction mixture was stirred overnight at room temperature
3. washThe solution was washed with 2096 potassium carbonate (50 mL), water (50 ml)
4. dry with materialdried over anhydrous magnesium sulfate
5. customevaporated

ORD record

ord-5587c2241e3a428d9289eaae9bb46ecf

Source dataset

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06399600B1