6-Bromopyridine-2-carbaldehyde → 6-bromopyridine-2-carbaldehyde O-(2-hydroxy-2-methylpropyl)oxime

HRID 386121Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 386121
[Br:1][C:2]1[N:7]=[C:6]([CH:8]=O)[CH:5]=[CH:4][CH:3]=1.Cl.[NH2:11][O:12][CH2:13][C:14]([CH3:17])([OH:16])[CH3:15]>C(O)C.C(OCC)(=O)C>[OH:16][C:14]([CH3:17])([CH3:15])[CH2:13][O:12][N:11]=[CH:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([Br:1])[N:7]=1

Komponenten

5

Edukt 2

HCID 27570096-Bromopyridine-2-carbaldehydeHCID 231323651-(Aminooxy)-2-methylpropan-2-ol hydrochloride

Produkt 1

HCID 866462866-bromopyridine-2-carbaldehyde O-(2-hydroxy-2-methylpropyl)oxime

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 6-bromopyridine-2-carbaldehyde (334 mg, 1.80 mmol) and 1-(aminooxy)-2-methylpropan-2-ol hydrochloride salt (254.6 mg, 1.80 mmol) were stirred in ethanol (5 ml) for one hour at 10° C. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Column chromatography from 100% hexanes to 30% ethyl acetate afforded the title compound as E/Z mixture.

Aufarbeitung

  1. washThe organic layer was washed with water
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a97deab2865842c3bf18d98b09f58e49
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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