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

Printable Version  
Author: Subject: Use of decyltriethylammonium iodide in ether synthesis in PiHKAL?
thors.lab
Hazard to Self
**




Posts: 76
Registered: 19-7-2019
Member Is Offline


[*] posted on 18-8-2020 at 14:13
Use of decyltriethylammonium iodide in ether synthesis in PiHKAL?


In PiHKAL #30 and #37 (and probably others, I was just flipping through randomly), Sasha uses what I believe to be the Williamson ether synthesis to alkylate the alcohol groups on the ring forming the ethers.

He adds, for example, 3,6-dihydroxybenzonorbornane with K2CO3 as the base and methyl iodide in acetone to form the 3,6-dimethoxybenzonorbornane. However, he also adds a small amount of decyltriethylammonium iodide to the reaction. Why is this there? What purpose does this serve?




Please check out my latest video: Synthesizing Nitrobenzene, and the last one:
Making Nitric Acid.
View user's profile Visit user's homepage View All Posts By User
Metacelsus
International Hazard
*****




Posts: 2423
Registered: 26-12-2012
Location: Cambridge, MA
Member Is Offline

Mood: Double, double, toil and trouble

[*] posted on 18-8-2020 at 14:42


Hmm, usually this is a phase transfer catalyst. Maybe this helps dissolve the K2CO3 in the organic phase?



As below, so above.
View user's profile View All Posts By User
thors.lab
Hazard to Self
**




Posts: 76
Registered: 19-7-2019
Member Is Offline


[*] posted on 18-8-2020 at 15:20


Quote: Originally posted by Metacelsus  
Hmm, usually this is a phase transfer catalyst. Maybe this helps dissolve the K2CO3 in the organic phase?


Neat, thanks!




Please check out my latest video: Synthesizing Nitrobenzene, and the last one:
Making Nitric Acid.
View user's profile Visit user's homepage View All Posts By User

  Go To Top