| Pages:
1
2 |
Chemi Pharma
Hazard to Others
Posts: 349
Registered: 5-5-2016
Location: Latin America
Member Is Offline
Mood: Quarantined
|
|
I think the attachment will be very useful for those who intends to demethylate vanilin or iso-eugenol and want to close the benzodioxile ring later
to produce piperonal and safrole.
Two methods to demethylation and two methods to close the benzodioxile ring are given.
Attachment: amphetamine.rar (2.4MB)
This file has been downloaded 959 times
|
|
|
RosarioHeis
Harmless
Posts: 8
Registered: 6-3-2017
Member Is Offline
Mood: No Mood
|
|
Something you may want to try as far as you can get some aromatic solvent
http://chemistry.mdma.ch/hiveboard/novel/000291912.html
|
|
|
Rhodanide
Hazard to Others
Posts: 348
Registered: 23-7-2015
Location: Ｔｈｅ ８０ｓ
Member Is Offline
Mood: That retro aesthetic
|
|
Quote: Originally posted by chemplayer..  |
That said, don't be discouraged as vanillin itself is easily available, very interesting and you can do a lot of great experiments with it
(condensations, benzylidene compounds, nucleophilic substitution on the carbonyl, electrophilic substitution etc.). |
Hey, did you ever get to successfully make Vanillin nitrile/cyanide?
|
|
|
chemplayer...
Legendary
Posts: 191
Registered: 25-4-2016
Location: Away from the secret island
Member Is Offline
Mood: No Mood
|
|
No unfortunately not - all attempts failed but we think that nickel boride may be a workable path to vanillylamine from the oxime.
|
|
|
byko3y
National Hazard
Posts: 721
Registered: 16-3-2015
Member Is Offline
Mood: dooM
|
|
Vanillin nitrile would be a relatively unstable compound dure to the fact it's slightly acidic by itself, and reacts with itself in acidic conditions
( https://en.wikipedia.org/wiki/Hoesch_reaction ). I'd suggest to protect hydroxy group first.
|
|
|
clearly_not_atara
International Hazard
Posts: 2788
Registered: 3-11-2013
Member Is Offline
Mood: Big
|
|
Doesn't Zn/NiCl2 reduce oximes? There is a patent saying so:
http://www.sciencemadness.org/talk/viewthread.php?tid=20153#...
Although in this case it seems that Zn/NiCl2 reduction of the imine would suffice.
However I think the most efficient route would be the Mannich reaction of formaldehyde and ammonia with guaiacol, would it not?
|
|
|
Cryolite.
Hazard to Others
Posts: 269
Registered: 28-6-2016
Location: CA
Member Is Offline
Mood: No Mood
|
|
I always thought the Mannich was a little dodgy with primary amines and ammonia, since the resulting primary/secondary amine forms a more stable imine
leading to overalkylation.
|
|
|
byko3y
National Hazard
Posts: 721
Registered: 16-3-2015
Member Is Offline
Mood: dooM
|
|
clearly_not_atara, it's called a Duff formylation. I'm not sure whether it's possible to stop the reaction at amine stage. Also ortho-to-hydroxy
substitution product might be a major one instead of para.
|
|
|
| Pages:
1
2 |
![[*]](images/xpblue/default_icon.gif){kind=icon}
