Réaction #2203

Équation de réaction

dimethyl succinate

Sodium

ethanol

methyl 3-chlorobenzoate

dimethyl succinate

→

3-(3-chlorobenzoyl)propionic acid

Solvants

ether

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred for 5 minutes at room temperature
2. 2
   ConcentrationThe mixture was slowly concentrated on a rotary evaporator
3. 3
   Autreto yield a greenish paste which
4. 4
   AutreThe reaction was evaporated to a paste
5. 5
   Autrequenched with water
6. 6
   Extractionextracted with ether
7. 7
   LavageThe ether extracts were washed with water and brine
8. 8
   Autredried
9. 9
   Autreevaporated in vacuo

Mode opératoire

Sodium (11 g, spheres) was added to 200 ml ethanol with stirring. When the gas evolution ceased, methyl 3-chlorobenzoate (10 g, 0.057 mole) and dimethyl succinate (9.0 g, 0.615 mole) were added rapidly and the mixture was stirred for 5 minutes at room temperature. The mixture was slowly concentrated on a rotary evaporator to yield a greenish paste which was slurried in 100 ml ether and an additional 2 ml of dimethyl succinate was added. The reaction was evaporated to a paste, quenched with water and extracted with ether. The ether extracts were washed with water and brine, dried and evaporated in vacuo.

Source