Potassium Hydroxide → 2,4-Dichloro-5-methoxy-3-trifluoromethylaniline

HRID 409685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 409685
[OH-].[K+].[Cl:3][C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[C:8]([Cl:14])[C:7]([O:15][CH3:16])=[CH:6][C:5]=1[NH:17]C(=O)C>O.CCO>[Cl:3][C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[C:8]([Cl:14])[C:7]([O:15][CH3:16])=[CH:6][C:5]=1[NH2:17]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 86625462N-(2,4-dichloro-5-methoxy-3-trifluoromethyl-phenyl)-acetamide

Produkt 1

HCID 866254602,4-Dichloro-5-methoxy-3-trifluoromethylaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A 2 M solution of KOH in water (1.87 mL) is added to a solution of N-(2,4-dichloro-5-methoxy-3-trifluoromethyl-phenyl)-acetamide (104 mg, 0.344 mmol) in EtOH (3 mL). After stirring for 3.5 h at 80° C. followed by cooling to RT, the solvent is evaporated and the residue is taken up in EtOAc and a saturated aqueous solution of NaHCO3. The separated aqueous layer is extracted twice with EtOAc. The organic phases are washed with brine, dried (Na2SO4), filtered and concentrated, providing the title compound: ESI-MS: 258/260 [M-H]−1; tR=4.8 min (system 1); TLC: Rf=0.54 (EtOAc).

Aufarbeitung

  1. temperatureby cooling to RT
  2. customthe solvent is evaporated
  3. extractionThe separated aqueous layer is extracted twice with EtOAc
  4. washThe organic phases are washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9835d3d4c3ae44199156f49ba2c6c50b
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759517B2

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