Реакция #52995

Уравнение реакции

4-amino-2-chlorobenzoic acid methyl ester

2,5-dimethoxytetrahydrofuran

→

2-chloro-4-(1-pyrrolyl)benzoic acid methyl ester

Растворители

water

AcOH

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураunder reflux for 2 h
3. 3
   Экстракцияextracted with EtOAc
4. 4
   ПромывкаThe extract was washed with satd
5. 5
   СушкаNaHCO3 and brine, dried (MgSO4)
6. 6
   Фильтрацияfiltered
7. 7
   Другоеevaporated
8. 8
   ДругоеThe residue was purified by column chromatography (silica gel; eluent: hexane/EtOAc 5/1)

Методика

A mixture of 4-amino-2-chlorobenzoic acid methyl ester (0.46 g) and 2,5-dimethoxytetrahydrofuran (0.33 mL) in AcOH (16 mL) was heated under reflux for 2 h. The mixture was cooled to room temperature, diluted with water and extracted with EtOAc. The extract was washed with satd. NaHCO3 and brine, dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (silica gel; eluent: hexane/EtOAc 5/1) to yield 0.48 g of 2-chloro-4-(1-pyrrolyl)benzoic acid methyl ester. ESMS: m/z 236 (MH+).

Источник