Ammonium Acetate → HCID 45283177, Verbindung

HRID 2189961

Reaktionsgleichung

Reaktionsgleichung von HRID 2189961
[Br:1][C:2]1[CH:12]=[C:11]([Br:13])[CH:10]=[C:9]([Br:14])[C:3]=1[O:4][CH2:5][C:6](=O)[CH3:7].C([O-])(=O)C.[NH4+].C([BH3-])#[N:21].[Na+]>CO>[CH3:7][CH:6]([NH2:21])[CH2:5][O:4][C:3]1[C:2]([Br:1])=[CH:12][C:11]([Br:13])=[CH:10][C:9]=1[Br:14]

Komponenten

5

Edukt 3

HCID 517165Ammonium AcetateHCID 33030042,4,6-TribromophenoxyacetoneHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 45283177HCID 45283177, VerbindungAusbeute 32 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 1 g 1-(2,4,6-tribromo-phenoxy)-propan-2-one (2.6 mmol) in 20 ml methanol is added 2.9 g ammonium acetate (39 mmol). The mixture is cooled to 0° C. and 0.81 g sodiumcyanoborohydride (13 mmol) is added. The reaction mixture is stirred overnight at ambient temperature. The completion of the reaction is confirmed by TLC. The reaction mixture is concentrated and the remaining residue is dissolved with 1.5 N HCl and washed with diethylether. The aqueous layer is neutralised and extracted with ethylacetate. The ethylacetate layer is dried over anhydrous sodium sulphate and the solvent removed. 0.32 g 1-methyl-2-(2,4,6-tribromo-phenoxy)-ethylamine (32%) is obtained.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated
  2. dissolutionthe remaining residue is dissolved with 1.5 N HCl
  3. washwashed with diethylether
  4. extractionextracted with ethylacetate
  5. dry with materialThe ethylacetate layer is dried over anhydrous sodium sulphate
  6. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-a0968f2ae70d429b94778511187801b7
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08324263B2

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