Tetrabutylammonium Fluoride → 2-(2,5-Difluoro-phenoxy)-ethanol

Temperature

60 °C

The solution of 1.80 g of [2-(2,5-difluorophenoxy)ethoxy]triisopropylsilane and 23 ml of tetrahydrofuran admixed with 4.37 ml of tetrabutylammonium fluoride solution (1M in tetrahydrofuran) and stirred at 60° C. over 1 hour. The reaction mixture is cooled, poured onto water (70 ml) and extracted with tert-butyl methyl ether (2×70 ml). The organic phases are washed with brine (1×50 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a colourless oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.19 (2:1 EtOAc-heptane); Rt=3.17.

1. temperatureThe reaction mixture is cooled
2. additionpoured onto water (70 ml)
3. extractionextracted with tert-butyl methyl ether (2×70 ml)
4. washThe organic phases are washed with brine (1×50 ml)
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. concentrationconcentrated by evaporation

ORD record

ord-1efcacb5c8454528a6ba251402d22cc0

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07790715B2