反应详情

By using a method similar to that described in Example 35, but starting from 1-(4-fluorophenyl)-3-dimethylamino-2-propen-1-one (10 g), phosphorus oxychloride (4.76 cc), thiophenol (5.57 cc) and sodium cyanoborohydride (1.92 g), a residue is obtained which is taken up in chloroform. The solution is then adjusted to pH 10 by adding a concentrated aqueous solution of sodium hydroxide. The organic phase is separated and then the aqueous phase is extracted with methylene chloride. The organic phases are collected, dried over sodium sulphate, filtered and then evaporated to dryness under reduced pressure (2.7 kPa) at 30° C. A residue is obtained which is dissolved in isopropanol (30 cc). A 3N solution (12 cc) of hydrochloric acid gas in ethyl ether is added to this solution. The solid which precipitates is separated off by filtration and recrystallised from isopropanol (30 cc). In this way 1-dimethylamino-3-(4-fluorophenyl)-3-phenylthio-2-propene (E) hydrochloride (3.3 g) is obtained in the form of a white solid melting at 160° C.

1. customa residue is obtained which
2. customThe organic phase is separated
3. extractionthe aqueous phase is extracted with methylene chloride
4. customThe organic phases are collected
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. customevaporated to dryness under reduced pressure (2.7 kPa) at 30° C
8. customA residue is obtained which
9. customThe solid which precipitates
10. customis separated off by filtration
11. customrecrystallised from isopropanol (30 cc)