Hydrochloric Acid → HCID 60922928, compound

Borane-tetrahydrofuran complex (40 ml of a 1.0 N solution in THF, 40 mmol) was added dropwise at 0° C. to a solution of 2,2-difluoro-N-(2-hydroxyethyl)acetamide (2.78 g, 20 mmol) in tetrahydrofuran (30 ml). The mixture was warmed to ambient temperature and then heated at reflux for 18 hours. The reaction mixture was cooled to ambient temperature and concentrated hydrochloric acid (6 ml) was added dropwise. The solvent was evaporated and the crude product was purified by chromatography on silica gel. Elution with dichloromethane:methanolic ammonia (96:4) then dichloromethane:methanolic ammonia (94:6) yielded 2-((2,2-difluoroethyl)amino)ethanol (0.97 g, 39% yield):

1. temperatureheated
2. temperatureat reflux for 18 hours
3. temperatureThe reaction mixture was cooled to ambient temperature
4. customThe solvent was evaporated
5. customthe crude product was purified by chromatography on silica gel
6. washElution with dichloromethane

ORD record

ord-2702ca62c5a84a158eb9f6675b0d790a

Source dataset

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07402585B2