反应详情

温度

90 °C

Dissolve 4-chloro-2,6-dimethyl phenyl acetonitrile (2.3 g, 179.2 g/mol) in 15 mL EtOAc and add sodium metal (0.35 g, pea-sized fragments). Heat to reflux (90° C. bath temperature) under N2 overnight. Evaporate down to solid and slurry up in Et2O (100 mL); stir vigorously to break up fragments. Filter and wash solid with copious amounts of Et2O. Dissolve solid in H2O to form a clear yellow solution, and add 1.0 N HCl (100 mL) to pH 1. Extract the resulting cloudy solution with CH2Cl2 (3×100 mL) until aqueous layer is clear. Pool and dry the organic layers over Na2SO4, filter and evaporate to yellow oil (1.8 g). TLC: Rf=0.2 using 20% EtOAc/80% hexanes as eluent. LCMS=222.3 (MH+); 220.2 (M−).

1. temperatureHeat
2. customEvaporate down to solid
3. filtrationFilter
4. washwash solid with copious amounts of Et2O
5. dissolutionDissolve solid in H2O
6. customto form a clear yellow solution
7. extractionExtract the resulting cloudy solution with CH2Cl2 (3×100 mL) until aqueous layer
8. dry with materialPool and dry the organic layers over Na2SO4
9. filtrationfilter
10. customevaporate to yellow oil (1.8 g)