反应详情

温度

0 °C

A solution of titanium tetrachloride (TiCl4) (10.6 g) in dichloromethane (10 ml) was added dropwise, at 0° C., to a solution of 5-[3-(4-isopropoxy-3-methoxy-phenyl)propyl]-2,4-oxazolidinedione (4.3 g) in dichloromethane (130 ml). The mixture was stirred for one hour at 0° C., which was poured into 2N HCl, followed by stirring for 15 minutes at room temperature. The organic layer was separated, and the aqueous layer was subjected to extraction with chloroform. The organic layers were combined, washed successively with water, 2N HCl and water, which was dried (MgSO4), followed by concentration to yield 5-[3-(4-hydroxy-3-methoxyphenyl)propyl]-2,4-oxazolidinedione (2.8 g, 76%). Recrystallization of the product from ethanol-hexane gave colorless prisms, m.p.147-148° C.

1. stirringby stirring for 15 minutes at room temperature
2. customThe organic layer was separated
3. extractionthe aqueous layer was subjected to extraction with chloroform
4. washwashed successively with water, 2N HCl and water, which
5. dry with materialwas dried (MgSO4)
6. concentrationfollowed by concentration