تفاعل #52995

معادلة التفاعل

4-amino-2-chlorobenzoic acid methyl ester

2,5-dimethoxytetrahydrofuran

→

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

المذيبات

water

AcOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةunder reflux for 2 h
3. 3
   استخلاصextracted with EtOAc
4. 4
   غسيلThe extract was washed with satd
5. 5
   تجفيفNaHCO3 and brine, dried (MgSO4)
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated
8. 8
   أخرىThe residue was purified by column chromatography (silica gel; eluent: hexane/EtOAc 5/1)

الإجراء التجريبي

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+).

المصدر