Synthesis of Propionyl chloride from Propionic acid via POCl3

[WillD]

Reaction scheme:

Synthesis:
1. In the reactor, equipped with a stirrer, a thermometer, reflux condenser and a drip funnel, add 40.4 g POCl3.
2. In the drip funnel poured 29.1 g propionic acid and 10 ml dimethylformamide.
3. The reaction mass is heated to 100 *С. Within 30 minutes, the mixture was added from a drip funnel.
4. Then the reflux condenser was changed to straight condenser and distill the forming propionyl chloride.
5. The resulting propionic acid chloride is distilled at atmospheric pressure at a temperature of 80 *С. 34.1 g propionic acid chloranhydride was obtained (yield 93%).

 

[karamelosanto]

Hi!
Can POCl3 be replaced by phosgene (COCl2) on this route?
if not.
Can you provide a route for propionyl chloride synthesis via COCl2?
Thanks

 

[WillD]

Preparation of acid chlorides with phosgene in the presence of a catalyst

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[plancklong]

Thanks for that! I have been looking far and wide but I have not found an experimental for the synthesis of propionyl chloride from propionic acid using phosphorus pentachloride. I know it can be done, but my knowledge of chemistry lacks depth. Any help would be very much appreciated. Thanks!

 

[Alper192535]

POCl3

William Dampier

Reaction scheme:
View attachment 1747

Synthesis:
1. In the reactor, equipped with a stirrer, a thermometer, reflux condenser and a drip funnel, add 40.4 g POCl3.
2. In the drip funnel poured 29.1 g propionic acid and 10 ml dimethylformamide.
3. The reaction mass is heated to 100 *С. Within 30 minutes, the mixture was added from a drip funnel.
4. Then the reflux condenser was changed to straight condenser and distill the forming propionyl chloride.
5. The resulting propionic acid chloride is distilled at atmospheric pressure at a temperature of 80 *С. 34.1 g propionic acid chloranhydride was obtained (yield 93%).

POCl3 = what can we use instead, it is not available in my country

 

[The-Hive]

Propionic Acid by the Haloform Reaction..​