반응 #156175

반응 방정식

Water

Sodium hydride

6-Hydroxy-2-methoxyquinoline

1,8-Dibromooctane

→

title compound

6-(8-bromooctyloxy)-2-methoxyquinoline

용매

—

ice water

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature overnight
2. 2
   추출followed by extraction
3. 3
   건조The organic layer was dried with sodium sulfate
4. 4
   기타condensed under reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1)
6. 6
   기타condensed to dryness under reduced pressure

실험 절차

Sodium hydride (60% in oil, 40 mg) was suspended in DMF (2 ml), and was cooled to 0° C. in ice water bath. 6-Hydroxy-2-methoxyquinoline (171 mg) was added thereto at the same temperature, and the mixture was stirred at 0° C. for an hour. 1,8-Dibromooctane (0.37 ml) was added thereto, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The organic layer was dried with sodium sulfate, and was condensed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1). The purified product was condensed to dryness under reduced pressure to give the title compound (225 mg) as a white powder.

출처