反応 #54573

反応方程式

ether

Sodium hydride

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

Chloroacetonitrile

→

title compound

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

溶媒

dimethylformamide

—

petrol

反応条件

後処理

1. 1
   その他The solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe resulting oil was poured into water
3. 3
   抽出The aqueous solution was extracted with ether
4. 4
   乾燥the etheeal extracts were dried (MgSO4)
5. 5
   その他evaporated under reduced pressure
6. 6
   その他to yield an oil

実験手順

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.

出典