Water → HCID 22220595, compound

To a solution of 4,4-difluoro-heptanedioic acid diethyl ester (1.3 g, 5.65 mmol) in diethyl ether (35 ml) at 0° C. under N2 was slowly added solid LAH (638 mg, 11.80 mmol). The resulting mixture was allowed to stir for 30 mins at room temperature and then heated to reflux for two hours. Upon cooling, water (0.5 ml) was added, followed by 15% NaOH (0.5 ml) and water (1.5 ml). The resulting mixture was stirred for another two hours at room temperature and then diluted with ethyl acetate (500 ml). The organic solution was dried over Na2SO4 without aqueous work-up. Evaporation of the solvent gave the title compound (646 g, 68%) as pure colorless oil.

1. customat 0° C.
2. temperatureheated
3. temperatureto reflux for two hours
4. temperatureUpon cooling
5. stirringThe resulting mixture was stirred for another two hours at room temperature
6. dry with materialThe organic solution was dried over Na2SO4 without aqueous work-up
7. customEvaporation of the solvent

ORD record

ord-2171714ea3694f0cb71635b1e5efb9c1

Source dataset

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06667320B2