Trifluoroacetic acid → 2-(4-Bromo-3,5-dimethylphenoxy)ethanamine

HRID 237543Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 237543
[Br:1][C:2]1[C:18]([CH3:19])=[CH:17][C:5]([O:6][CH2:7][CH2:8][NH:9]C(=O)OC(C)(C)C)=[CH:4][C:3]=1[CH3:20].FC(F)(F)C(O)=O.C([O-])([O-])=O.[K+].[K+]>ClCCl>[Br:1][C:2]1[C:18]([CH3:19])=[CH:17][C:5]([O:6][CH2:7][CH2:8][NH2:9])=[CH:4][C:3]=1[CH3:20]

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 86697191tert-Butyl 2-(4-bromo-3,5-dimethylphenoxy)ethylcarbamate

Produkt 1

HCID 226887492-(4-Bromo-3,5-dimethylphenoxy)ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 2-(4-bromo-3,5-dimethylphenoxy)ethylcarbamate (310 mg) in dichloromethane (8 mL) is added trifluoroacetic acid (700 μL). The mixture is stirred for 12 hours at room temperature. Then saturated aqueous K2CO3 solution is added, the mixture is stirred for 30 minutes and the phases are separated. The organic phase is washed with saturated aqueous K2CO3 solution and dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 200 mg; LC (method 7): tR=0.83 min; Mass spectrum (ESI+): m/z=244 [M+H]+.

Aufarbeitung

  1. stirringthe mixture is stirred for 30 minutes
  2. customthe phases are separated
  3. washThe organic phase is washed with saturated aqueous K2CO3 solution
  4. dry with materialdried (MgSO4)
  5. customThe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-470703a3ef8a4d4886dc9ac2270a7c07
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642585B2

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