반응 #42755

반응 방정식

triethylamine

7-amino-8-bromo-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one

phosgene

benzyl alcohol

→

title compound

[8-Bromo-3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl]carbamic acid benzyl ester

용매

methylene chloride

methylene chloride

toluene

반응 조건

후처리

1. 1
   세척washed with water
2. 2
   건조The organic layer is dried (magnesium sulfate)
3. 3
   여과filtered
4. 4
   기타the solvent is removed by evaporation in vacuo
5. 5
   기타The resulting solid is purified by flash chromatography (cyclohexane/ethyl acetate=9:1)

실험 절차

A stirred solution of 7-amino-8-bromo-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one (0.242 g, 0.62 mmol) in anhydrous methylene chloride (5 ml) is treated with a 20% solution of phosgene in toluene (0.5 ml). After 3 h, triethylamine (0.12 g, 0.17 ml, 1.24 mmol, 2 eq.) is added, followed by benzyl alcohol (0.067 g, 0.064 ml, 0.62 mmol), and the solution is stirred at room temperature overnight. The solution is diluted with methylene chloride and washed with water. The organic layer is dried (magnesium sulfate) and filtered, and the solvent is removed by evaporation in vacuo. The resulting solid is purified by flash chromatography (cyclohexane/ethyl acetate=9:1) to afford the title compound as a pale yellow solid.

출처