Hydrochloric Acid → Methyl 3-(2-aminoethyl)benzoate

HRID 480331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 480331
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][C:11]#[N:12])[CH:5]=1.Cl>CCO.O=[Pt]=O>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH2:11][NH2:12])[CH:5]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 10821136Methyl 3-(cyanomethyl)benzoate

Produkt 1

HCID 10511548Methyl 3-(2-aminoethyl)benzoateAusbeute 84,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 3-cyanomethyl-benzoic acid methyl ester (1.36 g) in EtOH (25 mL) was saturated with HCl (g) and PtO2 (200 mg) was added. The reaction was hydrogenated on a Parr shaker at 50 psi for 2.5 h. The catalyst was removed via filtration through Celite and the solvent was removed in vacuo. The resulting solid was stirred in Et2O and the mixture was filtered to yield the title compound as a white solid (1.18 g). MS 180 (M+1).

Aufarbeitung

  1. additionwas added
  2. customThe catalyst was removed via filtration through Celite
  3. customthe solvent was removed in vacuo
  4. filtrationthe mixture was filtered

Quellen und Nachweise

ORD-Eintrag
ord-5b0d8eada1d5469d983210761aa9d363
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06649657B2

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