反应详情

To a stirred solution of (±)-ethyl 5-(2-formyl-3-methoxyphenoxy)-2-methylpentanoate (5.3 g, 0.018 M) in dry tetrahydrofuran (50 ml) was added dropwise a solution of magnesium iodide (7.44 g, 0.027 M) in dry ether (100 ml). The mixture was then stirred under reflux (51/2 hr). The cooled mixture, containing (±)-ethyl 5-(2-formyl-3-hydroxyphenoxy)-2-methylpentanoate, was poured into 10% hydrochloric acid (50 ml), the organic layer was separated and the aqueous phase extracted with ethyl acetate. The combined organic solutions were washed with water and extracted with 2 N sodium hydroxide solution. The combined extracts were acidified with concentrated hydrochloric acid with cooling and the solid produced filtered off and washed with water to give (±)-5-(2-formyl-3-hydroxyphenoxy)-2-methylpentanoic acid, m.p. 70°-70.5° C. from benzene/petrol.

1. temperatureunder reflux (51/2 hr)
2. customthe organic layer was separated
3. extractionthe aqueous phase extracted with ethyl acetate
4. washThe combined organic solutions were washed with water
5. extractionextracted with 2 N sodium hydroxide solution
6. temperaturewith cooling
7. customthe solid produced
8. filtrationfiltered off
9. washwashed with water