HCID 10442110, compound → HCID 86001735, compound

Temperature

0 °C

A solution of LAH (2.74 g, 72.3 mmol) in Et2O (230 mL) was stirred under nitrogen at 0° C. 2-Ethyl-4,4,4-trifluorobutyric acid (12.3 g, 72.3 mmol) in Et2O (20 mL) was added dropwise, and the solution stirred for 15 min at 0° C. and then 2 h at 25° C. After this time period, the solution was quenched with the dropwise addition of H2O (2.74 mL), 15% NaOH (2.74 mL), and H2O (8.22 mL) with efficient stirring. Solid Na2SO4 was added to dry the solvent, and the resulting mixture was stirred for 1 h. The resulting slurry was filtered, and the filter cake washed with excess Et2O. After concentration, the crude product was purified by the Biotage Flash™ 40 chromatography instrument, eluent: 20:80 to 30:70 Et2O:PE to obtain 2-ethyl-4,4,4-trifluorobutanol as an oil (6.18 g, 55% yield for two steps).

1. custom2 h
2. customat 25° C
3. customAfter this time period, the solution was quenched with the dropwise addition of H2O (2.74 mL), 15% NaOH (2.74 mL), and H2O (8.22 mL) with efficient stirring
4. additionSolid Na2SO4 was added
5. customto dry the solvent
6. stirringthe resulting mixture was stirred for 1 h
7. filtrationThe resulting slurry was filtered
8. washthe filter cake washed with excess Et2O
9. concentrationAfter concentration
10. customthe crude product was purified by the Biotage Flash™ 40 chromatography instrument, eluent

ORD record

ord-a5f322f358ea48c09fd9f74e04a255c8

Source dataset

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07858658B2