反应详情

N-(2-Diethylaminoethyl)-4'-(1-oxo-2-phenylbutyl)methanesulfonanilide (24.0 g., 0.0576 mole) is dissolved in 500 ml. ethyl ether and added dropwise during 1/2 hr. to a solution of phenylmagnesium bromide (0.145 mole) in 500 ml. ethyl ether. The mixture is heated at reflux for 16 hrs. After cooling to room temperature, 100 g. of ammonium chloride in 400 ml. water is added and the solution is stirred for 15 min. The ether layer is separated and the aqueous layer is extracted with ethyl ether and the combined ether solutions are washed with water followed by 1N HCl. The acidic aqueous wash is washed with ethyl ether and basified with 50% NaOH to pH 11. The product is extracted with ethyl ether and the ether solution is washed with water and dried (MgSO4). Evaporation of the ethyl ether yields 28 g. of product as an oil (100% yield).

1. temperatureThe mixture is heated
2. temperatureat reflux for 16 hrs
3. customThe ether layer is separated
4. extractionthe aqueous layer is extracted with ethyl ether
5. washthe combined ether solutions are washed with water
6. washThe acidic aqueous wash
7. washis washed with ethyl ether and basified with 50% NaOH to pH 11
8. extractionThe product is extracted with ethyl ether
9. washthe ether solution is washed with water
10. dry with materialdried (MgSO4)
11. customEvaporation of the ethyl ether
12. customyields 28 g