Hydrochloric Acid → HCID 86762189, compound

Temperature

75 °C

To a stirring solution of 3-(2-fluoro-phenyl)-3-hydroxy-butyronitrile (878 mg, 4.9 mmol) in tetrahydrofuran (5 mL) was slowly added a solution of borane-tetrahydrofuran complex (12.8 mL, 12.8 mmol, 1M in tetrahydrofuran). After bubbling ceased, the reaction mixture was heated to 75° C. for 2 hours and then allowed to cool to ambient temperature and concentrated. Methanol (5 mL) was added dropwise followed by hydrogen chloride (5.4 mL, 23.8 mmol, 4N in 1,4-dioxane). The resulting mixture was heated to reflux for 2 hours, allowed to cool to ambient temperature and then concentrated at reduced pressure. The residue was triturated with ether and the precipitate was filtered, washed with ethyl acetate and air dried to give the product as a white solid (1 g, 92%).

1. customAfter bubbling
2. temperatureto cool to ambient temperature
3. concentrationconcentrated
4. additionMethanol (5 mL) was added dropwise
5. temperatureThe resulting mixture was heated
6. temperatureto reflux for 2 hours
7. temperatureto cool to ambient temperature
8. concentrationconcentrated at reduced pressure
9. customThe residue was triturated with ether
10. filtrationthe precipitate was filtered
11. washwashed with ethyl acetate and air
12. customdried

ORD record

ord-5c778ff225554786a042363c0bdf1e9a

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08609849B1