Ethylene Oxide → HCID 21541858, compound

To a solution of 3-methylthiophene (5 g, 51.0 mmol) in dry ether (250 mL) at −65° C. was added n-BuLi (25 mL, 2.5 N in THF) dropwise. After stirring for 1 h, oxirane (2.7 g, 61.3 mmol) was added in one portion. The resulting reaction mixture was warmed to room temperature and stirred overnight. The reaction was then quenched with water. After separation of layers, the organic layer was washed with brine, and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the title compound (6.2 g, 86%).

1. customThe resulting reaction mixture
2. stirringstirred overnight
3. customThe reaction was then quenched with water
4. customAfter separation of layers
5. washthe organic layer was washed with brine
6. dry with materialdried over anhydrous Na2SO4
7. filtrationAfter filtration and concentration
8. customthe crude product was purified by column chromatography

ORD record

ord-4e4b18dbf62d4ca9811bc1a30f49ce46

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08710245B2