반응 #735274

반응 방정식

water

6',7'-dimethoxy-2'-methylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline]

ethyl chloroformate

potassium carbonate

→

product

수율 61.0%

6',7'-Dimethoxy-2'-ethoxycarbonylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline]

수율 61.0%

용매

benzene

반응 조건

후처리

1. 1
   온도is heated
2. 2
   온도under reflux overnight
3. 3
   온도The reaction mixture is cooled
4. 4
   세척The organic phase is washed with water, diluted hydrochloric acid, saturated sodium chloride solution
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   여과After filtering
7. 7
   기타the solvent is removed

실험 절차

A mixture of 6',7'-dimethoxy-2'-methylspiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (20.6 g), ethyl chloroformate (10.9 g) and potassium carbonate (20 g) in dry benzene (400 ml) is heated under reflux overnight. The reaction mixture is cooled and stirred with water (200 ml) for 15 minutes. The organic phase is washed with water, diluted hydrochloric acid, saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After filtering, the solvent is removed to yield 14.9 g of product as an oil. An analytical sample is obtained by passing 2.0 g of the oil through a silical gel dry column using ethyl acetate as the eluent and chloroform as the extractor. Removal of the solvent yields 1.8 g of an oil which crystallizes in the cold over petroleum ether, yielding a solid, mp, 72°-76°. The solid is recrystallized from hexane to yield white crystals, mp 75°-76°.

출처