I vacuum evaporated it because there was too much solvent in it - We've been very careful about protecting in from light it's wrapped in foil in the freezer now.  It was covered even in the desiccator, only took an hour or so as opposed to days.  We spend a LOT of time drying things so starting with as little quantity as possible is important and having spent my life savings on chemistry junk can't afford to waste chemicals!

I vacuum evaporate and recover solvents like this all the time so it isn't particularly complicated to me.  Only complication was having to add a cold trap because didn't want to smell DCM. 

It is a nice burgundy color but has some orange overtones.

I'm a auction shark at finding odd lots of stuff that wind up being really useful later on.  And it's fun to figure out how to use the pieces to get something done.  Used a coldfinger for the cold trap and put it in a iso/ice bath.

Don't have sodium iodide (at least what I've got is yellow so suspect its bad) so I'll use potassium for the finkelstein swap. 

Salat

use solvents to minimize mechanical losses.
bromosafrole has a very high boiling point if you used brazillian oil the acids would wash the terpines out of it upon workup so distilation is'nt nessecary.
don't believe me? take a ml of brazillian oil and another ml of 25% acetic acid and shake the two.
the acetic acid will take on a yellow hue and the oil on top will be clear after only two washes.
so this process has the added benefit that it purifies the starting material.
if you want to verify it then, take the oil into solvent and dry with potasium carbonate filter and remove solvent then check it's congealing point it will be in agreement with pure safrole.
9 C

I was talking about losses during the washing of the bromosafrole before converting to Iodo.  This was a very small batch so a few drops here and there would make it vanish.

This is an early batch using the DMSO method that I screwed up and tried to fix and it looks pretty good.
This shows the 2 phase layers - not so good on capturing the color but it was as he said.

How long does the finkelstein usually take and what color is it when it's done?

Salat

IMHO methoxypropane,diethyl ether or any other lower ether is best solvent to extract water contining some iodosafrole after finkelstein.
It evaporates very quickly and that is important since iodosafrole is probably also very volatile,
that being even more important now in such a small quantities you are working with.

Why are you using DMSO?

That was a different batch before I tried jon's GAA.  Screwed it up by not adding enough KBr so had to go back and add some more.  There was some gunk in it but it came out in the wash and what I have looks ok, still have to recover the chloroform from it before doing a finkelstein on it.  I love that word - hey I'm finkelsteining!

Poor chemist - some of them have the weirdest names.

Salat

Funny thing is that most of them are Germans or Russians,like our Good Doctor Shulgin!

It's pity that man with such gigantic contribution to both chemistry and society doesn't have
reaction,process or chemical named after him! At least not one I know about.

The GAA batch of IODO is cleaned up and in the freezer.  The DMSO batch is a bit more problematic, the DMSO really sticks and even after a bunch of water washes still have traces of it in the mix. 

Busy cleaning up a batch that went wrong due to inadequate methylamine.  Good practice.  Chemistry takes a lot of time and effort especially when you're learning and don't know what to expect.  Also lots of glassware to wash.

Salat

Til I am completely sure can't really say.  Been combing the web and will probably take a trip to university to get the properties of iodosafrole.  It isn't as well documented as some routes as far as I can tell.

The "failure" is probably due to not enough methylamine bubbled into the IPA.  jon gave a detailled write up but xBee had already done it by then.  jon stores his over 3A mol sieve.  You can buy it cheap on the web, we got 50 lbs once upon a time and it's great.  Won't know for sure it failed until it's all worked up and first time around you just don't know what to expect.  It looked really orangy emulsiony when I hit it with water, then after I added Hcl it cleared up again.  And tend to get too much solvent in the mix so have to evap some off and work it again.  Learning time.

Salat

hmmm sounds like sucess, color change upon adding hcl means you got some sort of amine if it were isosafrole or unreacted iodosafrole it would just sink to the bottom.

no not for drying methylamines mgso4 will complex methylamine.
i've tried it myself don't recomend that.
just use dry alcohol and dry methylamine gas from the get go.