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3-(Benzyl-methyl-amino)-butyric acid methyl ester → Methyl 3-(methylamino)butanoate

HRID 915222
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 915222
[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH:5]([N:7](CC1C=CC=CC=1)[CH3:8])[CH3:6]>CO.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH:5]([NH:7][CH3:8])[CH3:6]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 232160883-(Benzyl-methyl-amino)-butyric acid methyl ester

Produkt 1

HCID 12636115Methyl 3-(methylamino)butanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel2×

Versuchsvorschrift

3-(Benzyl-methyl-amino)-butyric acid methyl ester (15 g, 67.8 mmol, 1.0 equiv) was placed in a Parr hydrogenation bottle and dissolved in 50 mL of MeOH. 20% Palladium hydroxide on carbon (0.5 g, 0.94 mmol, 0.014 equiv) was added and the mixture was shaken at 50 psi H2 for 16 h. The reaction was judged as complete when the uptake of H2 had stopped. The bottle was opened and 10 g of diatomaceous earth in 100 mL of MeOH was added. The mixture was filtered on a pad of diatomaceous earth which was then washed with 2×100 mL of MeOH. The filtrates were combined and concentrated in vacuo to yield the desired product as an oil that is somewhat volatile (7.6 g, 85%). The crude product was used without further purification; MS, m/z 132=M+1.

Aufarbeitung

  1. filtrationThe mixture was filtered on a pad of diatomaceous earth which
  2. washwas then washed with 2×100 mL of MeOH
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3177c3a9d30c4a4a957794dd004d183c
Quelldatensatz
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07265132B2

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