반응 #47209

반응 방정식

Tert-butyl chloride

methylpyrrole-2-carboxylate

aluminum trichloride

→

methyl 5-tert-butyl-1H-pyrrole-2-carboxylate

수율 58.7%

용매

carbon disulfide

carbon disulfide

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for an additional 20 hours
2. 2
   기타The reaction mixture was quenched with ice
3. 3
   추출extracted with dichloromethane
4. 4
   기타The solvent was removed under vacuum
5. 5
   세척the resulting solid was washed with cold hexane

실험 절차

A mixture of the methylpyrrole-2-carboxylate (1.0 g, 7.99 mmol) and aluminum trichloride (2.13 g, 16.0 mmol) was dissolved in carbon disulfide (20 mL) and stirred at 50° C. for 1 hour. Tert-butyl chloride (0.740 g, 7.99 mmol) in carbon disulfide (5 mL) was added in one portion and the mixture stirred at room temperature for an additional 20 hours. The reaction mixture was quenched with ice and extracted with dichloromethane. The solvent was removed under vacuum and the resulting solid was washed with cold hexane to afford 0.850 g of the expected methyl 5-tert-butyl-1H-pyrrole-2-carboxylate as a tan solid.

출처