반응 #48332

반응 방정식

HCl

malonic acid

(Z)-N-(6-bromo-2-(trifluoromethyl)-4H-chromen-4-ylidene)(phenyl)methanamine

water

EtOH H2O

→

title compound

6-bromo-2-methyl-2-(trifluoromethyl)chroman-4-one

용매

dioxane

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도to reflux for 18 h until the reaction
3. 3
   workup.WAITThe resulted mixture was left
4. 4
   추출The product was extracted with hexane (3×300 ml)
5. 5
   건조dried over Na2SO4
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타The residue was purified on silica gel column (2-10% EtOAc/hexane)

실험 절차

A mixture of malonic acid (1.2 ml, 19 mmol) and (Z)-N-(6-bromo-2-(trifluoromethyl)-4H-chromen-4-ylidene)(phenyl)methanamine (6.63 g, 17 mmol) in dioxane was heated to reflux for 18 h until the reaction was completed. The mixture was cooled to RT and treated with 50% EtOH/H2O (20 ml) followed by conc. HCl (5.0 ml). The resulted mixture was left to stand at RT for 40 min, and then diluted with water (500 ml). The product was extracted with hexane (3×300 ml). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The residue was purified on silica gel column (2-10% EtOAc/hexane) to afford the title compound as yellow oil. MS m/z: 310 (M+1).

출처