Reacción #54573

Ecuación de reacción

ether

Sodium hydride

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

Chloroacetonitrile

→

title compound

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

Disolventes

dimethylformamide

—

petrol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe resulting oil was poured into water
3. 3
   ExtracciónThe aqueous solution was extracted with ether
4. 4
   Secadothe etheeal extracts were dried (MgSO4)
5. 5
   Otroevaporated under reduced pressure
6. 6
   Otroto yield an oil

Procedimiento

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.

Fuente