Sodium Hydroxide → trans-2-(2-methyl-2H-indazol-4-yl)cyclopropanecarbaldehyde oxime

HRID 1639755Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639755
[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[C:8]2[C@@H:11]2[CH2:13][C@H:12]2[CH:14]=O)=[N:3]1.[OH-:16].[Na+].Cl.[NH2:19]O>C(O)C.O>[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[C:8]2[C@@H:11]2[CH2:13][C@H:12]2[CH:14]=[N:19][OH:16])=[N:3]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 86641920trans-2-(2-methyl-2H-indazol-4-yl)cyclopropanecarbaldehyde

Produkt 1

HCID 86641922trans-2-(2-methyl-2H-indazol-4-yl)cyclopropanecarbaldehyde oximeAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19096565Water ethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Trans-2-(2-methyl-2H-indazol-4-yl)cyclopropanecarbaldehyde (330 mg, 1.65 mmol), 8 M aqueous sodium hydroxide solution (824 μL, 6.59 mmol) and hydroxylamine hydrochloride (378 mg, 5.44 mmol) were dissolved in ethanol/water (15 mL/3 mL), and the mixture was stirred at 60° C. for 3 hr. The reaction solution was concentrated, extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (349 mg, yield 98%).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-967d83feb3834e60b42f321216201b05
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110585B2

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