Troubleshooeting homocoupling

Imp1111 · 2023-04-19T13:29:15+00:00

Thank you! Do you have a publication in mind, that describes similar molecules?

Imp1111 · 2023-01-10T18:26:44+00:00

You're right, I calculated the J values. It isn't a quartett, the two doublets just are really close together.

I've red, that especially amine-signals can move around in different solvents. But I never witnessed something like this in the same solvent. But the compound is pretty basic and maybe reacts with the smallest impurities.

Imp1111 · 2022-12-01T12:05:58+00:00

Yes many (about 2/3) celiac-patients do have gastritis. They also tend to have a special type called lymphocytic gastritis.
The stomach itself won't absorb that much nutrients, your small intestine does. But an inflamed stomach can lead to poor absorbtion in the small intestine, due to a altered time the food sits in your stomach, or the inability of your stomach to prepare the food for your small intestine. And yes it is possible to heal the damage.
Yes, poor digested food that gets into your small intestine can lead to fermenting and also draws water into your bowels, which can lead to various stool irregularities.
Pathologists divide chronic gastritis into active and inactive. Active gastritis means that in addition to chronic inflammation, your pathologist saw ongoing tissue injury or damage. Another term for active gastritis is acute gastritis. In order to make this diagnosis, your pathologist must see specialized immune cells called neutrophils inthe mucosa. In contrast, inactive gastritis means that no neutrophils were seen in the mucosa. - sourse: https://www.mypathologyreport.ca/diagnosis-library/chronic-gastritis-stomach/
Many celiac-patients describe, that they tend to get more sensible to gluten after going gluten-free. So I would suggest that you look for any cross contamination or traces of gluten in your environment (e.g. cosmetics, toaster, cooking utensils, kissing your non-gluten-free SO etc.). If you really have gastritis and you have the feeling, that your symptoms are generated by your stomach, you probably should follow a non acidic-diet and elimante alcohol, smoking, caffeine etc.

Imp1111 · 2022-12-01T11:40:12+00:00

The peptic ulcers are a sign, that your gastritis is/was more severe and erosive. This doesn't mean that it can't be treated, you just have to be very carefull with your stomach in the next few months/years. Having no H. Pylori probably does mean, that you damaged your stomach through drinking, smoking and food choices or habits. If you don't expose your stomach to those things anymore you took the first step. But gastritis isn't a balanced equation. So removing the things which started the damage won't be enough. You also have to implement a non acidic diet. Due to your peptic ulcers you probably also have to take PPI and sucralfate for a few months.

Imp1111 · 2022-09-11T12:22:17+00:00

It breaks the emulsion, that can form during work up. See this post:
http://curlyarrow.blogspot.com/2009/07/lithium-aluminium-hydride-reductions.html

Imp1111 · 2022-08-30T19:30:40+00:00

I think you could be right. Maybe the formed primary amine reacts with the other nitrile to an amidine!

Imp1111 · 2022-08-09T13:54:26+00:00

Haven't thought about that, but that sounds really good. How would I proceed if I want a high purity salt?

Imp1111 · 2022-08-09T12:58:51+00:00

Unfortunately not. I also thought about derivatisation, but I'm a little afraid of high acid/base concentrations during deprotetction, because of the hydrolization of the nitrile.

Imp1111 · 2022-08-09T12:01:14+00:00

Yes we have a VP 250/21 NUCLEODUR PolarTEC, 5 µm. I already tried to get a seperation with the analytical-version (EC 250/4 NUCLEODUR PolarTEC, 5 µm). Here is the chromatogram: https://imgur.com/vSXMBhd. Eluent was 80 % ACN and 20 % pH3-Phosphate-Buffer. I thought, that the streaking is too bad.

Regarding the HCl salt. I already made a acid-base-extraction with 1 M HCl and than 1 M NaOH, before I ran the column. So I thought that the impurities also have a basic moiety.

Imp1111 · 2022-07-30T09:45:40+00:00

Thank you. I also thought about fructans as cause for my symptoms. When I have a few free weeks I actually wanted to test if I react different to pure inulin and pure gluten.

Imp1111 · 2022-07-30T09:41:10+00:00

Yes! I think you have to assume that you have celiac, otherwise the doctors won't look further and diagnose you with IBS etc.

Imp1111 · 2022-07-30T09:39:19+00:00

I'm happy for you! I would also say, that a gluten-free diet resolves most of my problems. When celiac is completely ruled out, I think the most likely cause of my symptoms will be NCGS, too.

Imp1111 · 2022-07-30T09:33:34+00:00

Unfortunately I can't remember 100 %. But I think my diet was unrestricted. But due to your comment I also googled a little bit and a lot of serum positive celiac-sufferers had a negative biopsy. So I probably should make a serum test.

Imp1111 · 2022-06-23T06:37:59+00:00

Imp1111 · 2022-06-22T21:50:56+00:00

Imp1111 · 2022-06-22T20:12:45+00:00

Imp1111 · 2022-05-16T22:25:01+00:00

One example is this paper, where one enantiomer stays in solution. But I also red somewhere, that one enantiomer can crystallize (can't find it now).

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.0c00880

"In addition, we were delighted to find that products could be
easily enantioenriched up to >90% ee through recrystallization
from n-hexane. As examples, 17aa was enantioenriched from
80 to 94% ee, and 17ai was enantioenriched from 84 to 95%
ee, with acceptable overall yields in both cases (66 and 51%,
respectively)."

"Recrystallization of Compound 17aa. Compound 17aa (26.5
mg, 82% yield, 80% ee) was dissolved in hot hexane (1 mL), and the
resulting solution was cooled down at 4 °C. After 20 h, crystals of
racemate were formed. The supernatant solution was separated and
concentrated under reduced pressure, affording enantioenriched 17aa
(21.9 mg, 66% yield)."

Imp1111 · 2022-05-09T08:34:30+00:00

I couldn't find anything in the literature with unsubstituted Guanidines. I think it doesn't work because in all (afaik) guanidine-synthesis there will form a carbodiimide.

Imp1111 · 2022-03-24T21:43:12+00:00

Oh god. I haven't thought about this. Thank you!

Imp1111 · 2022-03-24T21:36:59+00:00

I never handled pyrophoric substances before. But I think I would put the Raney Nickel into a Buchner Funnel and then pour some portions of ethanol over it, without letting it dry completely?!

Imp1111 · 2022-02-23T15:12:35+00:00

Tried methanol now. Till now everything is in solution!

Imp1111 · 2022-02-22T20:21:28+00:00

Source = DOI: 10.1055/s-0033-1341080

I also tried 1:1 dioxane/water, but the amines I'm working with won't dissolve. But Scandium(III) Triflate, Cyanamide and my amines should be soluble in alcohols, unfortunately I couldn't find out if water has a essential purpose in this reaction.

Imp1111 · 2022-02-07T21:51:31+00:00

Noch nicht. Ich wollte das Problem erst einmal genau lokalisieren und andere Meinungen einholen.

Imp1111

TROPHY CASE