Pages: 1

Author Topic: Wiilgerodt  (Read 124 times)

fishinabottle

  • Subordinate Wasp
  • ***
  • Posts: 129
Wiilgerodt
« on: January 14, 2012, 12:53:29 AM »
Patent US5932075. Batch Microwave Reactor

Example 5.

http://worldwide.espacenet.com/publicationDetails/originalDocument?CC=US&NR=5932075A&KC=A&FT=D&ND=4&date=19990803&DB=EPODOC&locale=en_EP

Reminds me strongly to this famous chinese paper where they claimed to do the same with ETOH as solvent and I think morpholine for a base. Seems to work. Styrene monomere to phenylacetic acid. A little tweaking and thats really gonna be the most OTC nowadays possible.

And no, this calls NOT for a microwave this can for sure be done with standard heating and a simple pressure vessel, a propane tank should nicely suffice and is chemically compatible enough.

But it is still dangerous - cyanide e involved.

We will see

Balkan Bonehead

  • Subordinate Wasp
  • ***
  • Posts: 117
Re: Wiilgerodt
« Reply #1 on: January 14, 2012, 02:14:50 AM »
Don't you mean H2S and not cyanide?

This reaction looks much better on paper than in practice. The typical pressurized reaction suffers from production of large amounts of tar, very low yields (like between 0% and 30%, typically 15%) and a very untoward odor, to say the least.

The method of chlorination followed by hydrolysis shows more promise IMO.

http://www.orgsyn.org/orgsyn/prep.asp?prep=cv9p0099

The above orsyn procedure illustrates how unreliable this reaction is. Even using sulfur, morpholine, acetophenone, and a p-tosic acid catalyst, they were unable to break 50% yield.

fishinabottle

  • Subordinate Wasp
  • ***
  • Posts: 129
Re: Wiilgerodt
« Reply #2 on: January 14, 2012, 01:47:35 PM »
Quote from: EverlastingReign on January 14, 2012, 02:14:50 AM
Don't you mean H2S and not cyanide?

.....

The method of chlorination followed by hydrolysis shows more promise IMO.

.......

H2S yes, it was late yesterday.

Chlorination? Been there done that. It is no fun either and BzCl3 can sadly not be prepared with hypochlorite or TCCA in situ for this doesn´t work out volumetrically - it´s just not enough room left. Maybe with an inert solvent? Setting up and tending an cjhlorine generator over quite some time - not really my favorite.

Ok so lets say 40% yield, but the stuff is asscheap (providing it works with lets say ethylene-glycol as solvent) and it takes 10 minutes in the microwave. Conversion to the acid 1 minute.

Balkan Bonehead

  • Subordinate Wasp
  • ***
  • Posts: 117
Re: Wiilgerodt
« Reply #3 on: January 21, 2012, 09:10:23 AM »
Quote from: fishinabottle on January 14, 2012, 01:47:35 PM
Chlorination? Been there done that. It is no fun either and BzCl3 can sadly not be prepared with hypochlorite or TCCA in situ for this doesn´t work out volumetrically - it´s just not enough room left. Maybe with an inert solvent? Setting up and tending an cjhlorine generator over quite some time - not really my favorite.

It's not as simple as mixing two liquids together, but it's certainly doable in the context of the 'minimalist school' of clandestine chemistry.

This seems like a facile method for the generation of Cl2: http://www.sciencemadness.org/talk/viewthread.php?tid=2972. Do you suppose that this method would proceed sufficiently smoothly to bee applied to organic chlorination such as the one under consideration (you seem like the man to ask ;))?

Regarding whether BzMeCl3 can be prepared by chlorination "in the cold" (w/o radical initiators), the answer is yes, if the chlorination is done in two stages: the first is electrophilic chlorination of the double bond to dichloroethylbenzene. This is dehydrohalogenated with aqueous NaOH to chlorostyrene, which is chlorinated again to yield trichloroethylbenzene (or equivalent). Also, I don't really see why a solvent is necessary, even though most literature chlorinations use one.

I have started a thread on this: http://127.0.0.1/talk/index.php/topic,1330.0.html
Pages: 1