反应详情

A solution of ethyl 2-{1-[4-(4-chlorophenyl)-phenyl]-ethoxy}propionate (3.0 g.) in a mixture of ethanol (150 ml.) and water (5 ml.), containing sodium hydroxide (5.0 g.), was heated under reflux for 5 hours. The mixture was then evaporated and the residue diluted with water (50 ml.) and extracted with ether. The ether extract was discarded and the aqueous alkaline phase was acidified to pH 1-3 by addition of concentrated hydrochloric acid. The mixture was extracted thoroughly with ether. The combined extracts were washed with water, dried (MgSO4), and evaporated. The residue was triturated with petrol (40-60) and the solid which formed was separated and recrystallised from toluene to give 2-{1-[4-(4-chlorophenyl)phenyl]ethoxy}propionic acid, m.p. 144°-146° C. in 26% yield.

1. temperaturewas heated
2. temperatureunder reflux for 5 hours
3. customThe mixture was then evaporated
4. additionthe residue diluted with water (50 ml.)
5. extractionextracted with ether
6. extractionThe ether extract
7. additionthe aqueous alkaline phase was acidified to pH 1-3 by addition of concentrated hydrochloric acid
8. extractionThe mixture was extracted thoroughly with ether
9. washThe combined extracts were washed with water
10. dry with materialdried (MgSO4)
11. customevaporated
12. customThe residue was triturated with petrol (40-60)
13. customthe solid which formed
14. customwas separated
15. customrecrystallised from toluene