Реакция #47209

Уравнение реакции

Tert-butyl chloride

methylpyrrole-2-carboxylate

aluminum trichloride

→

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

Выход 58.7%

Растворители

carbon disulfide

carbon disulfide

Условия реакции

Обработка

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

Методика

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.

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