反应详情

1.4 g of sodium was dissolved in absolute EtoH with warming to 70° C., then EtOH was removed under vacuum to give a white solid residue of NaOEt. A mixture of 35 ml of diethyl carbonate, 43 ml of toluene, 13.46 g of 3-methoxy-5-methylthio-4-propoxyphenyl acetonitrile was added slowly. The mixture was refluxed for 3 hours. EtOH was removed under vacuum. The solid was filtered and washed with toluene (3×) and ether (3×). The solid was suspended in 200 ml of H2O and acidified with 6N HCl. The solid dissolved and a brown oil formed. The oil was extracted with ether (3×), the combined ether extracts were washed with H2O (2×), saturated NaCl (2×) was finally dried over MgSO4. The ether was removed under vacuum to give 16 g (92% yield) of ethyl 3-methoxy-5-methylthio-4-propoxy-α-cyanobenzeneacetate.

1. additionwas added slowly
2. temperatureThe mixture was refluxed for 3 hours
3. customEtOH was removed under vacuum
4. filtrationThe solid was filtered
5. washwashed with toluene (3×) and ether (3×)
6. dissolutionThe solid dissolved
7. customa brown oil formed
8. extractionThe oil was extracted with ether (3×)
9. washthe combined ether extracts were washed with H2O (2×), saturated NaCl (2×)
10. dry with materialwas finally dried over MgSO4
11. customThe ether was removed under vacuum