3-Heptanone → HCID 252033, Verbindung

HRID 439610

Reaktionsgleichung

Reaktionsgleichung von HRID 439610
[CH3:1][CH2:2][C:3](=O)[CH2:4][CH2:5][CH2:6][CH3:7].Cl.[NH2:10][OH:11]>CO>[CH3:1][CH2:2][C:3](=[N:10][OH:11])[CH2:4][CH2:5][CH2:6][CH3:7]

Komponenten

4

Edukt 2

HCID 78023-HeptanoneHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 252033HCID 252033, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 1-azabicyclo 2.2.1!heptan-3-one (8.83 g, 79 mmol) and hydroxylamine hydrochloride (5.52 g, 79 mmol) in MeOH (200 mL) was stirred at 25° C. for 18 hours. The solvent was removed under reduced pressure and the tan solid was partitioned between saturated Na2CO3 and CHCl3. The organic extracts were dried (Na2CO3), and concentrated to give the oxime, 5.48 g, 54.7%. The aqueous layer was concentrated, and re-extracted with CHCl3 to yield another 3.17 g product. Total yield, 8.65 g, 86%. The ratio is from 95% to 98% Z to E.

Aufarbeitung

  1. additionA mixture of 1-azabicyclo 2.2.1
  2. customThe solvent was removed under reduced pressure
  3. customthe tan solid was partitioned between saturated Na2CO3 and CHCl3
  4. dry with materialThe organic extracts were dried (Na2CO3)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c93303fc8c2e49a689a553bfe5c8f4fa
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05514812

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