反応 #481599

反応方程式

thionyl chloride

4-hydroxyproline

ethanol

→

4hydroxy-L-proline ethyl ester hydrochloride

反応条件

後処理

1. 1
   その他equipped with an addition funnel
2. 2
   温度The flask was then cooled in a dry ice/acetone bath
3. 3
   その他The funnel was removed
4. 4
   その他The flask was equipped with a reflux condenser and a sodium hydroxide trap
5. 5
   温度the mixture was refluxed for two hours
6. 6
   その他The product was precipitated in ether
7. 7
   その他isolated by filtration
8. 8
   洗浄washed three times with ether
9. 9
   その他it was dried under a stream of nitrogen

実験手順

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.

出典