Reaktion #52995

Reaktionsgleichung

4-amino-2-chlorobenzoic acid methyl ester

2,5-dimethoxytetrahydrofuran

→

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

Lösungsmittel

water

AcOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 2 h
3. 3
   Extraktionextracted with EtOAc
4. 4
   WaschenThe extract was washed with satd
5. 5
   TrocknenNaHCO3 and brine, dried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   SonstigeThe residue was purified by column chromatography (silica gel; eluent: hexane/EtOAc 5/1)

Vorschrift

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+).

Quelle