反应详情

温度

75 °C

169 Mg. (1.5 mm) of potassium t-butoxide is dissolved in 2 ml. of DMSO and treated with 651 mg. (1.5 mm) of p-methylthiobenzyltriphenylphosphonium chloride dissolved in 1 ml. of DMSO. To this solution is added 270 mg. (1.65 mm) of 5-fluoro-2-methyl-1-indanone in 2 ml. of DMSO. The solution is heated at 75°C for 15.5 hours. Benzene and water are added and the benzene layer is washed five times with water. The benzene layer is dried over Na2SO4 and evaporated to dryness under vacuum. The weight is 915.6 mg. This material is eluted through 8 g. of silica gel with benzene to remove triphenylphosphine oxide. The eluate weights 372 mg. after removal of solvent. This is rechromatographed through 15 g. of silica gel using hexane and 95.9 mg. of 5-fluoro-2-methyl-1-(p-methylthiobenzylidene)-indane is isolated, melting point 67°-70°C.

1. additionTo this solution is added 270 mg
2. washthe benzene layer is washed five times with water
3. dry with materialThe benzene layer is dried over Na2SO4
4. customevaporated to dryness under vacuum
5. washThis material is eluted through 8 g
6. customof silica gel with benzene to remove triphenylphosphine oxide
7. customafter removal of solvent
8. customThis is rechromatographed through 15 g