Bwiti (PVC-Analog Taste-Tester)
06-05-02 14:16
No 317819
      Tosylate Salt Of 1-(1-Cyclohexenyl) Butylamine ?  Bookmark   

  Goddamn fuckin' fuck. Alright, lets say 196g cyclohexanone and 146g n-butylamine was added to 600ml benzene, then it was distilled until all water had been removed. I want to convert this into a tosylate salt. This is done by adding p-toluenesulfonic acid monohydrate to toluene and distilling until all water is removed, and this is added to the 1-(1-cyclohexenyl) butylamine. What I'm dying to know is how much p-toluenesulfonic acid monohydrate do I add to the toluene? Any help would be much appreciated!cool

Love my country, fear my government.
 
 
 
 
    Osmium
(Stoni's sexual toy)
06-05-02 14:53
No 317824
      I think you should learn about moles and ...  Bookmark   

I think you should learn about moles and molecular weights and stuff.

I'm not fat just horizontally disproportionate.
 
 
 
 
    Bwiti
(PVC-Analog Taste-Tester)
06-05-02 22:59
No 317940
      Dammit!  Bookmark   

  Dammit! I was hoping that no one would bring up my obvious weakness.. Alright, so is it as easy as reacting 1 mole of 1-(1-cyclohexenyl) butylamine with 1 mole p-toluenesulfonic acid? Then I react 1 mole phenyl-magnesium-iodide with 1 mole of the tosylate? I wish that my chemistry teacher in highschool wasn't such an uptight shit-fuck, then I wouldn't have to feel so retarded.tongue

Love my country, fear my government.
 
 
 
 
    Rhodium
(Chief Bee)
06-05-02 23:04
No 317942
      But do you really want the imine tosylate (is ...  Bookmark   

But do you really want the imine tosylate (is that really stable)? You aren't trying to do a tosic acid catalyzed condensation of butylamine and cyclohexanone with azeotropic removal of the water in the dean-stark?

But if you want to make a salt, yes - use one mole of each.
 
 
 
 
    Bwiti
(PVC-Analog Taste-Tester)
06-06-02 00:52
No 317982
      Frustrated  Bookmark   

"But do you really want the imine tosylate"

  No, I'd rather smash my fingers with a hammer. My problem is that all patents that use a plain-old 1-(1-cyclohexenyl)amine (CHA) react it with phenyl-lithium. I want to use Mg, but I can't find one example that uses phenyl-magnesium on a CHA. In the patents, phenyl-Mg's always reacted with nitriles and in US3192219(example 1) it's reacted with the tosylate salt. Will phenyl-Mg work? If so, then why can't I find ANY examples?

Love my country, fear my government.
 
 
 
 
    Bwiti
(PVC-Analog Taste-Tester)
06-07-02 06:08
No 318448
      Any flat-out guesses? :-P  Bookmark   

  Any flat-out guesses?tongue

Love my country, fear my government.
 
 
 
 
    Osmium
(Stoni's sexual toy)
06-07-02 11:27
No 318530
      I don't understand what you're asking.  Bookmark   

I don't understand what you're asking.
Have you seen this one already?
../rhodium/chemistry /pcp/enam_synth.html

I'm not fat just horizontally disproportionate.
 
 
 
 
    Bwiti
(PVC-Analog Taste-Tester)
06-08-02 03:29
No 318727
      Oops! I was getting confused between ...  Bookmark   

  Oops! I was getting confused between imines/enamines.. Thanks, question answered.tongue

Love my country, fear my government.
 
 
 
 
    Bwiti
(PVC-Analog Taste-Tester)
06-08-02 16:25
No 318856
      Btw  Bookmark   

  Btw, would a little excess of anhydrous p-toluenesulfonic acid hinder the effectiveness of the phenyl-Mg-bromide?  

Love my country, fear my government.
 
 
 
 
    Osmium
(Stoni's sexual toy)
06-08-02 19:50
No 318899
      Yes!  Bookmark   

Yes!

I'm not fat just horizontally disproportionate.