Hydroxyamine hydrochloride → HCID 72363102, Verbindung

HRID 605840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 605840
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][CH2:9][CH2:8][C:7]2=O.Cl.[NH2:14][OH:15].C([O-])(=O)C.[Na+]>>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][CH2:9][CH2:8][C:7]2=[N:14][OH:15]

Komponenten

4

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 139538178-Fluoro-2,3-dihydro-4H-1-benzopyran-4-one

Produkt 1

HCID 72363102HCID 72363102, Verbindung

Versuchsvorschrift

A round bottom flask was charged with 8-fluorochroman-4-one (8.2 g), hydroxylamine hydrochloride (3.78 g) and sodium acetate (4.46 g). A reflux condenser was added, the flask was purged with argon, dry EtOH (20 mL) was added, and the mixture was stirred at reflux for 18 hours. The solution was cooled to room temperature, diluted with EtOAc, and washed with water. The organic phase was dried, and evaporated to give the intermediate 8-fluorochroman-4-one oxime, which was reduced with Raney Nickel in EtOH at 50 PSI to yield the titled amine (4.69 g, 57%).

Aufarbeitung

  1. additionA reflux condenser was added
  2. customthe flask was purged with argon, dry EtOH (20 mL)
  3. additionwas added
  4. temperatureat reflux for 18 hours
  5. additiondiluted with EtOAc
  6. washwashed with water
  7. customThe organic phase was dried
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d1a2865c9f6e419aacf5f70587339978
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915268B2

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