Sodium hydride → HCID 62899729, compound

Temperature

25 °C

To a suspension of 732 mg of sodium hydride in 15 ml THF, 2.0 g of cyclobutanol in 0.5 ml THF were added dropwise and stirred for 30 minutes at 25° C. The reaction mixture was then cooled to 0° C. and 2.11 g of (+/−) 2-bromopropanamide in 0.5 ml tetrahydrofuran were added dropwise and then stirred for 18 hours at 25° C. The reaction mixture was poured onto ice-water and extracted once with 75 ml dichloromethane. The organic phase was washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated in vacuo after filtration. The crude product thus obtained was purified by column chromatography on silica gel with hexane/0-50% ethyl acetate. Yield: 0.79 g of the title compound.

1. additionwere added dropwise
2. temperatureThe reaction mixture was then cooled to 0° C.
3. stirringstirred for 18 hours at 25° C
4. additionThe reaction mixture was poured onto ice-water
5. extractionextracted once with 75 ml dichloromethane
6. washThe organic phase was washed with saturated sodium chloride solution
7. dry with materialdried over sodium sulphate
8. concentrationconcentrated in vacuo
9. filtrationafter filtration

ORD record

ord-5c6239a7c1a1464f8f893c2839f66882

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09062041B2