Reaktion #317777

Reaktionsgleichung

1,1,1-Trifluoroacetone

tetrahydrofuran

1,3-difluoro-5-methoxybenzene

n-butyllithium

→

title compound

Ausbeute 78.0%

2-(2,6-DIFLUORO-4-METHOXYPHENYL)-1,1,1-TRIFLUOROPROPANE-2-ol

Ausbeute 78.0%

Lösungsmittel

water

hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 2 hours at −78° C.
2. 2
   workup.STIRRINGby additional stirring for 1 hour at room temperature
3. 3
   Extraktionthe product was extracted with ethyl acetate
4. 4
   FiltrationThen, the organic layer was filtrated
5. 5
   Sonstigeevaporated
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by silica gel column chromatography
8. 8
   Wascheneluting with hexane/ethyl acetate (10:1)

Vorschrift

To a tetrahydrofuran (100 ml) solution of 1,3-difluoro-5-methoxybenzene (7 g, 48.6 mmol) was added 1.6 M hexane solution of n-butyllithium (30 ml, 48.6 mmol) dropwise at −78° C. over 30 minutes and the mixture was stirred for 2 hours at −78° C. 1,1,1-Trifluoroacetone (6.5 g, 58.3 mmol) was added at −78° C. and the mixture was stirred for 2 hours at −78° C. followed by additional stirring for 1 hour at room temperature. Then, the reaction was diluted with water and the product was extracted with ethyl acetate. Then, the organic layer was filtrated, evaporated and concentrated. The residue was purified by silica gel column chromatography, eluting with hexane/ethyl acetate (10:1), to furnish 9.7 g (78% yield) of the title compound as a colorless oil.

Quelle