Acetonitrile → HCID 59203387, compound

Temperature

5 °C

Acetonitrile (5 ml) was added to ethyl (2S,3R)-3-propyl-2-oxiranecarboxylate (0.8 g, 5 mmol). The mixture was cooled to 5° C., and boron trifluoride diethyl ether complex (0.4 g, 5.5 mmol) was gradually added dropwise thereto. The mixture was stirred at room temperature for 6 hours, and then saturated aqueous solution of sodium hydrogencarbonate (15 ml) was added thereto. The mixture was concentrated, and was extracted with ethyl acetate (20 ml). The organic layer was washed twice with water (10 ml), and the solvent was evaporated away under reduced pressure. The concentrated matter was purified by silica gel column chromatography to obtain the title compound as a colorless oil (0.69 g, yield: 65%).

1. additionboron trifluoride diethyl ether complex (0.4 g, 5.5 mmol) was gradually added dropwise
2. concentrationThe mixture was concentrated
3. extractionwas extracted with ethyl acetate (20 ml)
4. washThe organic layer was washed twice with water (10 ml)
5. customthe solvent was evaporated away under reduced pressure
6. customThe concentrated matter was purified by silica gel column chromatography

ORD record

ord-eceb266874f3441e8cb54a460b9e8918

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07834190B2