Hydroxyamine hydrochloride → HCID 72363102, Verbindung

HRID 2074173Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2074173
[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 (4), which was reduced with Raney Nickel in EtOH at 50 PSI to yield the title amine (5) (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-6bd22f95ba2d4fb38a392d3771d5c90f
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919490B2

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