反应详情

A solution of 4-cyanophenoxy-(4'-fluorophenyl) methane (2.25g.; 0.1 mole) in dry ether (20ml) with ethanol (0.46g.; 0.1 mole) was cooled in an ice-bath and then saturated with dry hydrogen chloride gas then allowed to stand for 24 hrs. The resulting solid was filtered off and dried, m.p. 210° C (rearrangement at 135° C). The imino-ether (1.54g) was dissolved in water (30ml) neutralised with dilute sodium hydroxide solution then boiled under reflux for 3 hrs. Mixture cooled and the product extracted with ether to give 4-ethoxycarbonylphenoxy-(4'-fluorophenyl) methane m.p. 60°-2° C.

1. filtrationThe resulting solid was filtered off
2. customdried
3. customm.p. 210° C (rearrangement at 135° C)
4. dissolutionThe imino-ether (1.54g) was dissolved in water (30ml)
5. temperatureunder reflux for 3 hrs
6. temperatureMixture cooled
7. extractionthe product extracted with ether