Реакция #78083

Уравнение реакции

4-chloro-3-nitrobenzoic acid

toluene

→

Ethyl 4-chloro-3-nitrobenzoate

Растворители

thionyl chloride

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added
2. 2
   Другоеthe mixture was evaporated to dryness
3. 3
   workup.ADDITIONethanol (500 ml) was added to the cooled residue
4. 4
   Температураthe resulting mixture was refluxed overnight
5. 5
   ДругоеThe excess of ethanol was removed under reduced pressure
6. 6
   Другоеthe product crystallized upon addition of aqueous sodium bicarbonate (1M)

Методика

4-chloro-3-nitrobenzoic acid (40.0 g, 0.2 mol) was refluxed in thionyl chloride (150 ml) for 6 hours. After cooling toluene (50 ml) was added and the mixture was evaporated to dryness. Abs. ethanol (500 ml) was added to the cooled residue, and the resulting mixture was refluxed overnight. The excess of ethanol was removed under reduced pressure and the product crystallized upon addition of aqueous sodium bicarbonate (1M). Yield: 42.5 g (93%).

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