반응 #64219

반응 방정식

product

4-(4,4-dimethyl-2,5-dioxo-3-(2-hydroxyethyl)-1-imidazolidinyl) 2-trifluoromethyl-benzonitrile

acetic acid anhydride

sodium bicarbonate

→

4-[3-(2-acetyloxyethyl)-4,4-dimethyl-2,5-dioxo-1-imidazolidinyl]2-trifluoromethyl-benzonitrile

용매

pyridine

반응 조건

후처리

1. 1
   workup.STIRRINGAfter stirring for 20 minutes
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   세척The organic phase was washed with water
4. 4
   기타evaporated to dryness
5. 5
   workup.DISTILLATIONthe pyridine and residual acetic acid were distilled
6. 6
   기타The residue was chromatographed on silica
7. 7
   세척eluted with a 65-35 methylene chloride-ethyl acetate mixture
8. 8
   농축partially concentrated
9. 9
   여과iced and vacuum filtered
10. 10
    기타to obtain
11. 11
    건조after drying 210 mg of the desired product melting at 99° C. to 100° C.

실험 절차

A mixture of 215 mg of the product of Example 43, 15 mg of 4-dimethylamino-pyridine, 1 ml of pyridine and 0.5 ml of acetic acid anhydride was stirred at room temperature for 30 minutes and was then poured into 20 ml of a saturated aqueous sodium bicarbonate solution. After stirring for 20 minutes, the mixture was extracted with ethyl acetate. The organic phase was washed with water and evaporated to dryness and the pyridine and residual acetic acid were distilled. The residue was chromatographed on silica and eluted with a 65-35 methylene chloride-ethyl acetate mixture. The residue with a Rf=0.35 was taken up in isopropanol, partially concentrated, iced and vacuum filtered to obtain after drying 210 mg of the desired product melting at 99° C. to 100° C.

출처