反应详情

A 50 μL (0.33 mmol) sample of DBU was injected into a stirred solution of 2-(2-(trifluoromethyl)phenyl)ethanenitrile (0.995 g, 4.86 mmol) and formaldehyde (600 μL of 30%) in THF (3 mL), producing a mild exotherm. After 45 min, the mixture was acidified (3N HCl), diluted with water and extracted with ethyl acetate. The organic phase was water washed, dried (MgSO4) and stripped. The resulting colorless oil was flash chromatographed on silica gel (22 g) eluting with CH2Cl2 →40% ethyl acetate/CH2Cl2. Fractions containing only product (Rf 0.5 (silica gel, EtOAc:hexane=1:4)) were stripped to give 1.08 g (94% yield) of the desired alcohol.

1. customproducing a mild exotherm
2. extractionextracted with ethyl acetate
3. washwashed
4. dry with materialdried (MgSO4)
5. customchromatographed on silica gel (22 g)
6. washeluting with CH2Cl2 →40% ethyl acetate/CH2Cl2
7. additionFractions containing only product (Rf 0.5 (silica gel, EtOAc:hexane=1:4))