Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: Protocatecualdehyde > Piperonal ?
NewTopic
Harmless
*




Posts: 1
Registered: 1-4-2019
Member Is Offline


[*] posted on 1-4-2019 at 00:34
Protocatecualdehyde > Piperonal ?


I've read through a few forums and articles regarding this methylenation but i'm just trying to get the most accurate information when completing this.

For Instance;
https://erowid.org/archive/rhodium/chemistry/methylenation.h...

Is there anyway around using the autoclave other then using dibromomethane to replace in the process or is there any other method that would work as an alternative.

This seems the easiest, most of the chemicals are quite easy to obtain and reasonably priced for my country / within laws except the end product.

Any advice ?
View user's profile View All Posts By User
Loptr
International Hazard
*****




Posts: 1348
Registered: 20-5-2014
Location: USA
Member Is Offline

Mood: Grateful

[*] posted on 1-4-2019 at 04:21


UTFSE to find the existing threads on this subject.



"Question everything generally thought to be obvious." - Dieter Rams
View user's profile View All Posts By User
Chemi Pharma
Hazard to Others
***




Posts: 349
Registered: 5-5-2016
Location: Latin America
Member Is Offline

Mood: Quarantined

[*] posted on 1-4-2019 at 15:59


May be this article will be interesting for you.:)

Also @Bipolar posted an interesting work up about the methylenation of 5-hydroxy vanillin to Myristicinaldehyde using DCM here: http://www.sciencemadness.org/talk/viewthread.php?tid=147026...

Attachment: protocatechualdehyde, vanillin and piperonal with glyoxylic acid from cathecol and benzodioxole.pdf (178kB)
This file has been downloaded 555 times

[Edited on 2-4-2019 by Chemi Pharma]
View user's profile View All Posts By User
morganbw
National Hazard
****




Posts: 561
Registered: 23-11-2014
Member Is Offline

Mood: No Mood

[*] posted on 2-4-2019 at 14:47


Quote: Originally posted by Chemi Pharma  
May be this article will be interesting for you.:)

Also @Bipolar posted an interesting work up about the methylenation of 5-hydroxy vanillin to Myristicinaldehyde using DCM here: http://www.sciencemadness.org/talk/viewthread.php?tid=147026...



[Edited on 2-4-2019 by Chemi Pharma]


That last paper is sweet, I am pretty sure that I have multiple copies of it.
Still rocks.
View user's profile View All Posts By User
bipolar
Harmless
*




Posts: 24
Registered: 24-3-2019
Member Is Offline


[*] posted on 3-4-2019 at 02:01


Quote: Originally posted by NewTopic  
Any advice ?

Use conditions similar to described here - http://www.sciencemadness.org/talk/viewthread.php?tid=147026...
And for work-up - just dilute reaction mixture with water and do a steam distillation, as piperonal is very volatile with steam.


and learn how to UTFSE
View user's profile View All Posts By User
CycloKnight
Hazard to Others
***




Posts: 128
Registered: 4-8-2003
Member Is Offline

Mood: Still waiting for the emulsion to settle.

[*] posted on 3-4-2019 at 13:15


Protocatechualdehyde methylenation isn't difficult to do with dichloromethane in DMSO.
See the attached pdf of the method I posted here 5 yrs back.

Attachment: Prototocatechualdehyde Methylenation.pdf (560kB)
This file has been downloaded 682 times

View user's profile View All Posts By User

  Go To Top