Water → 2,2,2-Trichloroethyl (5-ethyl-1,3,4-oxadiazol-2-yl)carbamate

To a solution of 5-ethyl-1,3,4-oxadiazol-2-ylamine (1.00 g, 8.84 mmol) and pyridine (2.10 ml, 26.5 mmol) in tetrahydrofuran (29 ml) was added, under ice-cooling, 2,2,2-trichloroethyl chloroformate (2.45 ml, 17.7 mmol), and the mixture was stirred at room temperature for 1.5 hour. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give 763 mg (29.9%) of the desired product as a solid.

1. temperaturecooling
2. extractionthe resulting solution was extracted with ethyl acetate
3. washThe extract was washed with water
4. dry with materialdried over anhydrous magnesium sulfate
5. distillationthe solvent was distilled off under reduced pressure
6. customThe residue was purified by silica gel column chromatography (ethyl acetate)

ORD-Eintrag

ord-117036cbd7cb450b90b6f7f025496883

Quelldatensatz

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07851473B2