Synthesis of 4'-methylpropiophenone from toluene by Friedel-Crafts reaction (1kg+ scale)

Deedubbau

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Mr. Safety to the rescue....

Yeah you better make sure you are wearing all that protective gear. Cause if you take this advise and use stainless steel you are going to have a disaster on your hands. Stainless is rapidly attacked by organic acids, and chlorides. So once you warm this mix up you better be prepared to run....or just stick with glass
 

The-Hive

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I use stainless steel vessel for larger reactions so far so good IMO
 

waltjr5858

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Yeah but for this exact reaction we're talking you're doing something extremely dangerous using metal. You don't need all that crap and first of all just because they're doing a large reaction doesn't mean someone else is the mechanical steerer is absolutely not needed and a stir bar is perfectly fine. Use glass only for anything to do with acids. You also don't need all that gear. Little out of control looking like you're cleaning up radioactive spill.
 

waltjr5858

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You should actually probably delete that comment somehow or a mod should because if anyone reads that and does it they're actually putting themselves in danger. Anyone that deals with chemistry on a normal basis should absolutely know that you wouldn't use a stainless steel reaction vessel for that I actually kind of laughed a little bit
 

estimated

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hello, can toluene be replaced with xylene?
 

plancklong

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No. The toluene is not just the solvent. It is the basis for the 4-methylpropiophenone:

XFJZp7u8Yi


Which xylene did you have in mind, o, m, or p? Never mind, it's probably a mixture of all 3:

VjTNtYQsw1


If you did use these, can you see that you would NOT be synthesizing 4-methylpropiophenone?
 

AgamemnonFromTroy

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You could synthesise toluene from xylene by hydrogenation although toluene is pretty easy to source therefore doing this isn’t that practical.
 
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reza

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Does it mean I don't heat? Don't you think it will take a long time to completely evaporate?
Thank you for your opinion and advice
 

Lev

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Hello, is it possible to order a video synthesis manual? 4-methylpropiophenone
 

Lev

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Hello William Dampier. Is it possible to buy a video instruction for this synthesis from you?
 

The-Hive

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I remember when I hive bee done it in 2003 he used


73g aluminium chloride
300mL dichloroethane
46mL propionyl chloride
54mL toluene
600mL iced water
200mL 5% NaOH solution
Magnesium sulfate
 

Osmosis Vanderwaal

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I couldn't find it either. I searched 4-methylpropriophenone and 5 other names for it
 

The-Hive

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54mL (500mmol, 46g) toluene was added over 30 minutes to a solution of 73g (550mmol) anhydrous aluminium chloride and 46mL (525mmol, 49g) propionyl chloride in 200ml dichloroethane cooled via an external ice bath. The solution was allowed to stir for a further 1.5 hours at 20oC, and was then carefully added to 500mL stirred iced water. The lower dichloroethane layer was separated off, and the aqueous layer extracted with 2x50mL dichloroethane. The combined extracts were washed with 2x100mL 5% NaOH, 100ml water, and then dried over magnesium sulfate. The solvent was removed, and the ketone vacuum distilled at 123-126oC
 

Osmosis Vanderwaal

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😬dichloroethane. Can't sub it, it's the hydrocarbon backbone(well maybe another halogenated ethane). A fair bit of pain in the ass chems. I hope to go a little more OTC. This could be done by me, the workup is just excessive for where I live (no 190 proof everclear golden -grains. No propoinyl chloride without a license ).
 

The-Hive

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See if I got anymore old notes
 

The-Hive

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What I part off the world you in as there’s one with isobutyryl chloride, benzene, aluminum chloride
 

Osmosis Vanderwaal

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I've got the one I plan to go with. I certainly don't mind reading some more but.... What I aught to do is build a 💣 and go straight from propoinyl chloride I hope to synth and toluene to 4-mp at 105 psi. 7 atmospheres 💥 buying chemicals is my cryptonite. Finding references is my superpower. Later, I heard someone was making tartaric acid from cream of tartar and HCl. They can't believe people would buy it
I've came across at least 10 routes to 4 mp
 

Lev

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:ninja:
 
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