反应详情

To a stirred solution of the aldehyde (3.03 g, 0.01 mol) and methyl methylsulphinylmethyl sulphide (1.29 g, 0.01 mol) in dry THF (8 ml) at room temperature was added dropwise a solution of Triton B (2.5 ml, 40% in methanol). The resultant solution was heated to reflux for 1 hour, cooled and then diluted with water. Extraction with dichloromethane followed by drying and evaporation yielded a yellow oil which was dissolved in methanolic hydrogen chloride (100 ml) and allowed to stand overnight. The methanol was evaporated and the residue treated with saturated sodium bicarbonate solution and then extracted with dichloromethane. The combined organic extracts were dried, filtered and evaporated. The residue was chromatographed on silica gel (eluent hexane-ether, 1:1) to afford methyl 2-(3-phenoxyphenoxy)pyrid-3-ylacetate (1.35 g) as a pale yellow oil;

1. temperatureto reflux for 1 hour
2. temperaturecooled
3. extractionExtraction with dichloromethane
4. customby drying
5. customevaporation
6. customyielded a yellow oil which
7. customThe methanol was evaporated
8. additionthe residue treated with saturated sodium bicarbonate solution
9. extractionextracted with dichloromethane
10. customThe combined organic extracts were dried
11. filtrationfiltered
12. customevaporated
13. customThe residue was chromatographed on silica gel (eluent hexane-ether, 1:1)