Sodium Hydroxide → 3,3-Dimethylindan-1-one oxime

HRID 222185

Reaktionsgleichung

Reaktionsgleichung von HRID 222185
[CH3:1][C:2]1([CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=O)[CH2:3]1.Cl.[NH2:14][OH:15].[OH-].[Na+]>CO.O>[CH3:1][C:2]1([CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[N:14][OH:15])[CH2:3]1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 3046283,3-Dimethyl-1-indanoneHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 866142543,3-Dimethylindan-1-one oximeAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 3,3-dimethylindan-1-one (1.16 g, 7.21 mmol) and hydroxylamine hydrochloride (1.31 g, 18.8 mmol) in MeOH (20.0 mL) was added a solution of sodium hydroxide (765 mg, 19.1 mmol) in water (10.0 mL). The mixture was heated to 80° C. for 2 h. The cooled reaction was concentrated in vacuo and partitioned between DCM and water. The organic layer was separated and concentrated in vacuo to afford the title compound as an oil (1.23 g, 97%). LC/MS: Rt=1.61 min, ES+ 176 (AA standard).

Aufarbeitung

  1. customThe cooled reaction
  2. concentrationwas concentrated in vacuo
  3. custompartitioned between DCM and water
  4. customThe organic layer was separated
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-802a245a9a154b8a85e7196884e91751
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207177B2

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