PrimoPyro (Hive Addict)
12-12-01 09:25
No 246755
      Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

Hi! smile

As always, the wheels just keep on turning inside this bee's head, and Ive started to wonder, with all this talk of 2,3,4,5-Bis-MD-P2P syntheses, Ive wondered about the 2,3,5,6-Bis-MD-P2P version. Its symmetrical and thus better tongue

Jokes aside, I wonder if this is a possible route to such a compound? Although long, can you think of other routes to such compound that dont involve the destruction of premade substitutions on the aromatic ring? I think that is so rude, to rip off the creations of nature, and replace them with your own. Stealers! tongue

Toluene = PhMe

PhMe + HNO3 ==H2SO4==> para-NO2PhMe (nitrotoluene)
para-NO2PhMe + Al ==H2SO4==> 2,5-dihydroxy-1-methylbenzene

As shown here:
../rhodium/chemistry /quinones.html Look under # 3.

2,5-dihydroxy-1-methylbenzene + Calcium hypochlorite --> 2,5-dihydroxy-1-(dichloromethyl)benzene ==KOH==> 2,5-dihydroxy-benzaldehyde ==NaOH, H2O2, Dakin Reaction==> 1,2,4-trihydroxybenzene

1,2,4-trihydroxybenzene + vinyl chloride --> 2-vinyloxy-benzene-1,4-diol --HEAT--> 5-vinyl-benzene-1,2,4-triol --KMnO4--> 2,4,5-trihydroxy-benzaldehyde --Dakin reaction--> Benzene-1,2,4,5-tetraol

Benzene-1,2,4,5-tetraol + DCM ==PTC==> 1,2,4,5-Bis-Methylenedioxy-Benzene

1,2,4,5-Bis-MD-Benzene + Mn(OOCCH3)3 ==AcOH==> 2,3,5,6-Bis-MD-P2P

Hmm, I can already see a few problems with this, but it was still fun to write! Any comments, maybe some better ideas?

                                                 PrimoPyro

Vivent Longtemps la Ruche! STRIKE For President!
 
 
 
 
    hest
(Hive Bee)
12-12-01 14:12
No 246779
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

Post 245368 (Rhodium: "Any known bis-methylenedioxy compounds?", Chemistry Discourse)
 
 
 
 
    PrimoPyro
(Hive Addict)
12-12-01 20:53
No 246853
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

Thats definitely a better way to make it than this. I cant wait for your results hest on the oxidation of hydroquinone.

I thought that thread was on the 2,3,4,5-MD derivative. Damn.

                                                PrimoPyro

Vivent Longtemps la Ruche!
 
 
 
 
    amalgum
(Hive Bee)
12-12-01 22:38
No 246872
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

Shit I just like that method to the 2,5 substitution scheme, easy way to make 2C-B or maybe DOB from toluene.....
 
 
 
 
    hest
(Hive Bee)
12-13-01 00:05
No 246895
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

P.P. Talk with the boos abuth that wink
 
 
 
 
    boppesz
(Hive Bee)
12-13-01 17:19
No 247131
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

What about this : Post No 246184 ?

How do I fix this link?
 
 
 
 
    bujinkan
(Newbee)
12-13-01 17:51
No 247135
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

enclose the post in square parenthesis Post 246184 (boppesz: "Re: Any known "bis-methylenedioxy" compounds?", Chemistry Discourse)
 
 
 
 
    PrimoPyro
(Hive Addict)
12-13-01 21:16
No 247198
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

boppesz: tongue Yum Yum cool

Vivent Longtemps la Ruche!
 
 
 
 
    boppesz
(Hive Bee)
12-14-01 17:29
No 247509
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

Did you mean this sarcastic? I know that we can't make a symetrical allylbenzene out of dillapiole, but we can make [2,3][4,5]bismethylenedioxyallylbenzene. If we want to, but of course we don't perform criminal activities.....
 
 
 
 
    Aurelius
(Hive Bee)
12-14-01 22:49
No 247610
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

does somebody have the pharmacology info for this comp?
 
 
 
 
    Rhodium
(Chief Bee)
12-14-01 23:23
No 247626
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

Definitely not, it hasn't been prepared by anyone yet.
 
 
 
 
    boppesz
(Hive Bee)
12-15-01 00:17
No 247659
      Re: Byzantine Route To 2,3,5,6-Bis-MD-P2P  Bookmark   

I devenitely give it a try when I get dillapiole. But that will take a while because I have to experiment first with the ordinary procedures to get them allright. So maybe I'll not be the most right person to do that, untill you guys like to wait for a year