Hydroxyamine hydrochloride → Methyl α-(hydroxyimino)-4-(1-methylethyl)benzeneacetate

HRID 1003969Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1003969
Cl.[NH2:2][OH:3].O=[C:5]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=1)[C:6]([O:8][CH3:9])=[O:7]>CO>[OH:3][N:2]=[C:5]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=1)[C:6]([O:8][CH3:9])=[O:7]

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 18793911HCID 18793911, Verbindung

Produkt 1

HCID 73856943Methyl α-(hydroxyimino)-4-(1-methylethyl)benzeneacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Hydroxylamine hydrochloride (0.87 g) was added to a stirred solution of the previously obtained mixture of methyl 2-oxo-2-(4-isopropyl-phenyl)acetate and methyl 4-isopropylphenyl acetate (1.29 g) in methanol (20 ml). When the solid had dissolved the mixture was left overnight. The solvent was evaporated and the residue partitioned between ethyl acetate and water, the organic phase was washed with water and brine, dried over magnesium sulphate and evaporated. The product (307 mg) was obtained by column chromatography of the residue using gradient elution (Kieselgel 3:1 to 1:1 hexane:ethyl acetate). νmax (CHCl3)/cm-1 3568, 3295 and 1738. δH (250 MHz, CDCl3), 1.28 (6H, d, J 6.87), 2.95 (1H, heptet, J 6.92), 3.88 (3H, s), 7.32 (2H, dd, J 1.81 and 6.47), 7.47 (2H, dd, J 1.83 and 6.65), 9.59 (1H, s).

Aufarbeitung

  1. dissolutionWhen the solid had dissolved the mixture
  2. customThe solvent was evaporated
  3. customthe residue partitioned between ethyl acetate and water
  4. washthe organic phase was washed with water and brine
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e89874c31ead44ebb9bf24e795d15ea6
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048852

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