Sodium Carbonate → (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime

HRID 1511138Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1511138
[CH3:1][C:2]1([CH3:10])[O:6][C@H:5]([C:7](=O)C)[CH2:4][O:3]1.Cl.[NH2:12][OH:13].C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[CH3:1][C:2]1([CH3:10])[O:6][C@H:5]([CH:7]=[N:12][OH:13])[CH2:4][O:3]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 188603Ethanone, 1-(2,2-dimethyl-1,3-dioxolan-4-yl)-, (S)-HCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 86644159(R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oximeAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of (S)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)ethanone (10.5 g, 72.8 mmol) in 150 (mL) THF: 60 mL was added hydroxylamine hydrochloride (5.06 g, 72.8 mmol), and the reaction was stirred for 20 minutes. Na2CO3 (3.78 g, 35.7 mmol) was added and the reaction was stirred overnight. The reaction was extracted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered and concentrated to afford (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime (10.3 g, 71.0 mmol, 97.4% yield).

Aufarbeitung

  1. stirringthe reaction was stirred overnight
  2. extractionThe reaction was extracted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c71e3e1b921f4e27b3934633b83a8eee
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08212045B2

Notizen zur Reaktion

Wird geladen…