Hydrochloric Acid → Methyl 3-(3-(aminomethyl)phenyl)propanoate hydrochloride

HRID 2117615

Reaktionsgleichung

Reaktionsgleichung von HRID 2117615
[CH3:1][O:2][C:3](=[O:14])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]#[N:13])[CH:7]=1.[ClH:15]>[Pd].CO>[ClH:15].[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH2:13])[CH:7]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 53396017Methyl 3-(3-cyanophenyl)prop-2-enoate

Produkt 1

HCID 22282736Methyl 3-(3-(aminomethyl)phenyl)propanoate hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(3-cyano-phenyl)-acrylic acid methyl ester of Step B (1.37 g, 7.32 mmol), 10% palladium on carbon (1.0 g), and HCl (4N in dioxane, 3 mL) in MeOH (50 mL) was hydrogenated on a Parr shaker at 50 psi for 65 h. The catalyst was removed by filtration through Celite and the solution was concentrated to provide the title compound (1.97 g). 1H NMR (400 MHz, CD3OD) δ 7.35-7.24 (m, 4H), 4.06 (s, 2H), 3.60 (s, 3H), 2.92 (t, 2H), 2.64 (t, 2H).

Aufarbeitung

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationthe solution was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-52363373f5684974981a0b5e4625e536
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07442702B2

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