RE: ORGLIST: Dodecanol from dodecyl bromide

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From: Schuit, ing. R.C. (RC.Schuit$##$azvu.nl)
Date: Wed Feb 23 2000 - 02:53:38 EST

Dear Mauricio,

Dissolve your dodecylbromide in EtOH/DMSO (70/100) and add 3 eq. of NaOAc
and reflux for 18h. Checked by GC. When the startingmaterial (RX) is
disapeared cooled the mixture down and add 1 volume of water. Extract with
Hexane/Et2O (1:1). Wash your organic fases with brine and water, dry on
MgSO4 or NaSO4 and evaporate the solvent. Purify the acetate with flash
chromatography (2% EtOAc/hexane). You have now the pure acetate.

Saponificate the acetate in 5% KOH/EtOH by refluxing voor 4h. Extract with
hexane/Et2O (1:1). Wash the extracts with brine and water, dry and evaporate
the solvent. Purify with flash chromatography with 5% EtOAc/hexane

Good luck!

Cheers,

Robert C. Schuit
                                  _\\^//_
                                 (`!O-0!')
-----------------------------ooO-(_)-Ooo--------------------------------
"If the left side of your brain controls the right side of your
body, then only left handed people are in their right mind."

> ----------
> From: Mauricio Esguerra
> Sent: dinsdag 22 februari 2000 20:19
> To: Multiple recipients of list orglist
> Subject: ORGLIST: Dodecanol from dodecyl bromide
>
>
> Hello
>
> I am an undergraduate chemistry student in Colombia South America. Right
> now I am doing a project with one of my teachers and I need to get
> dodecanol from dodecyl bromide. I have searched my university library
> thoroughly and have not found any experimental book or information about
> its process and yielding.
> I would greatly appreciate anyone who can point me to good references on
> this.
> I have of course already searched at March, Vogel, Wagner, and others with
> no success.
>
> Thank you very much.
>
>
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