反应详情

温度

25 °C

Ethyl (1-oxo-2-phenyl-2-methyl-6,7-dichloro-5-indanyloxy)acetate (18.95 g., 0.05 mole) dissolved in trifluoroacetic acid (100 ml.) is added portionwise at less than 10° C. to a stirred mixture of lead tetrakistrifluoroacetate (.055 mole) prepared by stirring lead oxide (37.5 g.), trifluoroacetic acid (85 ml.) and trifluoroaceticanhydride (75 g.) at 25° C. for 96 hrs. After stirring the reaction mixture at 25° C. for 6 hours it is poured into crushed ice-water (1 l.) to precipitate 19.7 g. of a mixture of esters which is hydrolyzed by heating at reflux with ethanol (400 ml.) -water (250 ml.) - 10N sodium hydroxide solution (40 ml.) for 3/4 hr. On addition to crushed ice-water (1 l.) -12N hydrochloric acid (50 ml.) a gummy product precipitates, is extracted with ether then concentrated to give 60% of [1-oxo-2-(3-hydroxyphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetic acid and 20% of the 4-hydroxyphenyl derivative. Crystallization from acetic acid gives 2.6 g. of [1-oxo-2-(3-hydroxyphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetic acid, m.p. 248° - 255° C.

1. customprepared
2. additionis poured
3. customto precipitate 19.7 g
4. additionof a mixture of esters which
5. temperatureby heating
6. temperatureat reflux with ethanol (400 ml.) -water (250 ml.) - 10N sodium hydroxide solution (40 ml.) for 3/4 hr
7. additionOn addition
8. customto crushed ice-water (1 l.) -12N hydrochloric acid (50 ml.) a gummy product
9. customprecipitates
10. extractionis extracted with ether
11. concentrationthen concentrated