Trifluoroacetic acid → 1-Benzyl-1,2,3,4-tetrahydroquinolin-3-amine

HRID 2092170Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2092170
FC(F)(F)C(O)=O.C(OC(=O)[NH:14][CH:15]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:16]1)(C)(C)C.C(=O)([O-])[O-].[K+].[K+]>ClCCl.CO>[CH2:25]([N:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:24][CH:15]([NH2:14])[CH2:16]1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

6

Edukt 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 67236612Tert-butyl 1-benzyl-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

Produkt 1

HCID 640312941-Benzyl-1,2,3,4-tetrahydroquinolin-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (3 mL) was added to a solution of (1-benzyl-1,2,3,4-tetrahydroquinolin-3-yl)-carbamic acid tert-butyl ester (481 mg, 1.42 mmol) in dichloromethane (6 mL), stirred for 30 minutes at ambient temperature, and concentrated. A solution of the resulting oil in methanol (10 mL) was treated with potassium carbonate (393 mg, 2.84 mmol), stirred for an hour at room temperature, and concentrated to afford the title compound as yellow residue. MS (DCI/NH3) m/z: 239.1 [M+H]+.

Aufarbeitung

  1. concentrationconcentrated
  2. stirringstirred for an hour at room temperature
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b9b4f76b4c9f4a70ab9327bf1337f1c9
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440691B2

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