Réaction #944

Équation de réaction

2-aminobutyric acid

thionyl chloride

diethyl ether

→

desired product

Ethyl 2-aminobutyrate hydrochloride

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températuregradually warmed to room temperature
2. 2
   TempératureThe resulting white slurry was heated
3. 3
   Températureunder reflux for 3 hours
4. 4
   workup.WAITleft
5. 5
   Températureto cool for 10 minutes
6. 6
   workup.ADDITIONpoured
7. 7
   workup.STIRRINGwith hand stirring
8. 8
   FiltrationThe suspension was filtered
9. 9
   Autrethe solid product dried

Mode opératoire

A slurry of 2-aminobutyric acid (100 g, Aldrich) in absolute ethanol (300 ml) was stirred under nitrogen at 0° C. and thionyl chloride (120.8 g) was added dropwise. The reaction was stirred overnight at 0° C. and then gradually warmed to room temperature. The resulting white slurry was heated under reflux for 3 hours, left to cool for 10 minutes, then poured into chilled diethyl ether (600 ml), with hand stirring. The suspension was filtered and the solid product dried to give the desired product (150 g) as a white solid. 1H NMR consistent with proposed structure.

Source