Reacción #481599

Ecuación de reacción

thionyl chloride

4-hydroxyproline

ethanol

→

4hydroxy-L-proline ethyl ester hydrochloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroequipped with an addition funnel
2. 2
   TemperaturaThe flask was then cooled in a dry ice/acetone bath
3. 3
   OtroThe funnel was removed
4. 4
   OtroThe flask was equipped with a reflux condenser and a sodium hydroxide trap
5. 5
   Temperaturathe mixture was refluxed for two hours
6. 6
   OtroThe product was precipitated in ether
7. 7
   Otroisolated by filtration
8. 8
   Lavadowashed three times with ether
9. 9
   Otroit was dried under a stream of nitrogen

Procedimiento

200 mL of absolute ethanol were placed in a 500-mL one-necked round-bottomed flask equipped with an addition funnel. The flask was then cooled in a dry ice/acetone bath, then 17 mL (0.23 mmoles) of thionyl chloride were added from the addition funnel over a 10 minute period. The funnel was removed, and 26.2 g (0.20 mmoles) of 4-hydroxyproline were added in one portion while stirring. The flask was equipped with a reflux condenser and a sodium hydroxide trap, and the mixture was refluxed for two hours. The product was precipitated in ether, isolated by filtration, and washed three times with ether, then it was dried under a stream of nitrogen followed by high vacuum.

Fuente