Reaktion #54573

Reaktionsgleichung

ether

Sodium hydride

2,2-dimethyl-4-(3-trifluoromethylphenyl)chroman-7-ol

Chloroacetonitrile

→

title compound

7-Cyanomethyloxy-2,2-dimethyl-4-(3-trifluoromethylphenyl)chroman

Lösungsmittel

dimethylformamide

—

petrol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe resulting oil was poured into water
3. 3
   ExtraktionThe aqueous solution was extracted with ether
4. 4
   Trocknenthe etheeal extracts were dried (MgSO4)
5. 5
   Sonstigeevaporated under reduced pressure
6. 6
   Sonstigeto yield an oil

Vorschrift

Sodium hydride (0.93 g, 80% dispersion in oil) was added to a solution of 2,2-dimethyl-4-(3-trifluoromethylphenyl)chroman-7-ol (containing 1 mole of carbon tetrachloride of crystallisation) (7.5 g) in dimethylformamide (25 ml). Chloroacetonitrile (1.76 g) was added and the mixture heated at 60° C. for 3 hours. The solvent was removed under reduced pressure and the resulting oil was poured into water. The aqueous solution was extracted with ether and the etheeal extracts were dried (MgSO4) and evaporated under reduced pressure to yield an oil. Chromatography on alumina with ether--petrol (40°-60° C.); 1:3 as eluate gave the title compound which crystallised on standing.

Quelle