Sciencemadness Discussion Board

Help to understand a chemical procedure

Knowledge Seeker - 28-12-2021 at 14:31

Hello

Is there anyone can help me to understand a chemical procedure in German language?
I tried to translate it using Google translation but the translation wasn't that good. And I want to understand it well.

Thanks

[Edited on 28-12-2021 by Knowledge Seeker]

unionised - 28-12-2021 at 14:42

If you can post a copy or a link someone here might tell you what it means.
(Not me, I'm afraid my knowledge of German is just about enough to order a beer)

Boffis - 30-12-2021 at 14:47

Knowledge Seeker, if you can post a reference or scan/pdf I'll have a look at it. I am just finishing off translations of a whole series of papers German papers for the triazole thread. If you only need the procedure translating I should be able to do it fairly quickly.

Knowledge Seeker - 8-1-2022 at 14:21

Thank you unionised and Boffis.
I'll send them. Thank you

Knowledge Seeker - 8-1-2022 at 14:38

this is the document of the procedure in German.

Attachment: amino.pdf (235kB)
This file has been downloaded 66 times

Sigmatropic - 9-1-2022 at 03:16

It reads:
Dipeptide ester IIc: to a solution of 3.10 g (10 mmol) in 50 mL THF is added at -8 C a solution of 1.20 g (10 mmol) of pivaloyl chloride in 10 mL of THF. After 10 minutes, there was at -12 C slowly added a solution of 1.03 g (10 mmol) glycine ethyl ester in 10 mL THF. The reaction mixture (solution) was aged 1 h at -10 C then 12 h at room temperature. Then filtration, concentration and the crystalline residue is then rubbed (? Triturated, suspended?) with ethyl ether. The in fiber like crystallizing ester IIc (3.05 g, 88%) melted at 104-108. From ethanol/water 125-127. Iron trichloride reaction, after some minutes blue-red.

A rapid procedure for the esterification of amino acids - the formation of enamine (III) from acetoacetate ester (I) and aminoacid (II) can in benzene-DMSO mixtures be significantly promoted, so that after alkylation and hydrolyses aminoacid ester (IV) is easily obtained.

[Edited on 9-1-2022 by Sigmatropic]

Knowledge Seeker - 9-1-2022 at 06:48

Thank you for the translation. I appreciate it.
Unfortunately I took a screen shot for the wrong procedure and I didn't notice until I read your translation. So if anyone has time can translate it to me.

Attachment: 44.pdf (170kB)
This file has been downloaded 57 times

Knowledge Seeker - 9-1-2022 at 06:51

Thank you for the translation. I appreciate it.
Unfortunately I took a screen shot for the wrong procedure and I didn't notice until I read your translation. I repost it. So if anyone has time, he can translate it to me.

Attachment: 44.pdf (170kB)
This file has been downloaded 55 times



[Edited on 9-1-2022 by Knowledge Seeker]

[Edited on 9-1-2022 by Knowledge Seeker]

Tsjerk - 9-1-2022 at 07:39

What is wrong with this:
Quote:

c) Dipeptide ester IIc: added dropwise to a solution of 3.10 g (10.0 mmol) of Ic in 50 cc of tetrahydrofuran
one at -8 ° a solution of 1.20 g (10.0 mmol) of pivaloyl chloride in 10 ccm of tetrahydrofuran. To
A solution of 1.03 g (10.0 mmol) of glycine ethyl ester in 10 ccm was slowly obtained at -12 ° for 10 minutes
Tetrahydrofuran added. The reaction solution stood at −10 ° for 1 hour, then at 12 hours
Room temperature. It was filtered, concentrated and the crystalline residue was triturated with ether. The in
Ester IIc (3.05 g, 88%) which crystallized from matted needles melted at 104-108 °
Ethanol / water at 125 - 127 °. Iron (III) chloride reaction: after a few minutes pale red


pdf2go.com --> pdf to txt --> Google Translate. You only have to correct the pdf2go a bit, because it has trouble with the German umlauts and characters. Took me three minutes to correct. You can even leave the umlauts out and just use the letters, as Google Translate doesn't care.

brubei - 9-1-2022 at 08:40

try deepl.com for better translation

Mush - 9-1-2022 at 10:10

deelp.com

Kaliumsalz der N-( i-Methyl-2-äthoxycarbonyl-vinyl}-D-a-amino-phenylessigsäure (Ic):Zu einer heißen Lösung von 5.28 g (35.0 mMol) D-a-Amino-phenylessigsäure in 40 ccm 0.88 n methanol. Kalilauge fügte man eine Lösung von 5.00g (38.5 mMol) Acetessigsäure-äthylester
in 20 ccm Methanol und erhitzte 10 Min. zum Sieden. Die abgekühlte, fast farblose Lösungwurde von wenig ausgefallenen Flocken abgetrennt und eingeengt. Beim Verreiben des kristallinen Rückstands mit absol. Äthanol verblieben 8.83 g (81.5%) farblose Nadeln vom Zers.-P.
229—233°. Beim Umkristallisieren aus absol. Äthanol änderte sich der Zers.-P. nicht. Ic löst sich in Tetrahydrofuran und gibt mit Eisen(IIl)-chlorid eine rotbraune Färbung. KCuHtöNCVV: H2Q (310.4) Ber. C 54.17 H 5.52 N 4.51 Gef. C 54.34 H 6.28 N4.41

Potassium salt of N-( i-methyl-2-ethoxycarbonyl-vinyl}-D-a-amino-phenylacetic acid (Ic):To a hot solution of 5.28 g (35.0 mMol) D-a-amino-phenylacetic acid in 40 ccm 0.88 n methanol. To potassium hydroxide solution, add a solution of 5.00 g (38.5 mmol) acetoacetic acid ethyl ester
in 20 ccm methanol and heated to boiling for 10 min. The cooled, almost colourless solution was separated from few precipitated flakes and concentrated. When the crystalline residue was rubbed with absol. Ethanol, 8.83 g (81.5%) of colourless needles remained from decomp. p.
229-233°. During recrystallisation from absol. The decomposition point did not change. Ic dissolves in dissolves in tetrahydrofuran and gives a reddish brown colour with iron(IIl) chloride. KCuHtöNCVV: H2Q (310.4) Ber. C 54.17 H 5.52 N 4.51 Gef. C 54.34 H 6.28 N4.41

Knowledge Seeker - 17-1-2022 at 00:15

Thank you all for your help. I appreciate it.