Реакция #54573

Уравнение реакции

ether

Sodium hydride

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

Chloroacetonitrile

→

title compound

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

Растворители

dimethylformamide

—

petrol

Условия реакции

Обработка

1. 1
   ДругоеThe solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe resulting oil was poured into water
3. 3
   ЭкстракцияThe aqueous solution was extracted with ether
4. 4
   Сушкаthe etheeal extracts were dried (MgSO4)
5. 5
   Другоеevaporated under reduced pressure
6. 6
   Другоеto yield an oil

Методика

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.

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