반응 #445900

반응 방정식

Water

methanesulphonic anhydride

4-hydroxy-7-phenylquinoline-1-oxide

potassium carbonate

→

4-hydroxy-7-phenylquinol-3-yl methanesulphonate

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타the layers were separated
2. 2
   추출the aqueous layer was extracted with dichloromethane (3×100 ml)
3. 3
   건조The combined dichloromethane layer and extracts were dried over magnesium sulphate
4. 4
   기타the solvent was removed by distillation
5. 5
   세척eluted with dichloromethane: industrial methylated spirit (19:1)

실험 절차

A solution of methanesulphonic anhydride (3.05 g) in dichloromethane (10 ml) was added to a mixture of 4-hydroxy-7-phenylquinoline-1-oxide (3.28 g), potassium carbonate (2.13 g) and dichloromethane (160 ml) at 0°, the mixture was stirred at 0° for 2 hours, then allowed to warm to room temperature. Water (250 ml) was added, the layers were separated and the aqueous layer was extracted with dichloromethane (3×100 ml). The combined dichloromethane layer and extracts were dried over magnesium sulphate and the solvent was removed by distillation. The residue was subjected to flash chromatography on two successive silica gel columns eluted with dichloromethane: industrial methylated spirit (19:1) to give crude 4-hydroxy-7-phenylquinol-3-yl methanesulphonate.

출처