반응 #165684

반응 방정식

solution

4-bromo-2,2,5,5-tetramethyldihydrofuran-3(2H)-one

thiourea

triethylamine

→

title compound

4,4,6,6-tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2-amine

용매

ethanol

반응 조건

후처리

1. 1
   온도The reaction mixture was heated
2. 2
   온도at reflux overnight
3. 3
   온도cooled
4. 4
   농축concentrated under reduced pressure
5. 5
   workup.ADDITIONThe residue was diluted with water (25 mL)
6. 6
   추출extracted with ethyl acetate (3×50 mL)
7. 7
   건조The combined organic extracts were dried (Na2SO4)
8. 8
   여과filtered
9. 9
   농축concentrated
10. 10
    기타The residue was purified by column chromatography (SiO2, 0-5% methanol in CH2Cl2)

실험 절차

To a solution of Example 248A (10.0 g, 0.045 mol) in ethanol (100 mL) were added thiourea (3.8 g, 0.05 mol) and triethylamine (6.3 mL, 0.045 mol). The reaction mixture was heated at reflux overnight, then cooled, and concentrated under reduced pressure. The residue was diluted with water (25 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (SiO2, 0-5% methanol in CH2Cl2) to afford the title compound. MS (ESI+) m/z 199 (M+H)+.

출처