Sodium Acetate → 3-(2-Methylbenzoyl)-5,6,7,8-tetrahydro-2-naphthol

HRID 258044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 258044
Br[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[C:3]=1[OH:21].C([O-])(=O)C.[Na+]>[Pd].CO>[CH3:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]([C:4]1[C:3]([OH:21])=[CH:2][C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=1)=[O:20]

Komponenten

5

Edukt 2

HCID 517045Sodium AcetateHCID 100204261-Bromo-3-(2-methylbenzoyl)-5,6,7,8-tetrahydro-2-naphthol

Produkt 1

HCID 103782473-(2-Methylbenzoyl)-5,6,7,8-tetrahydro-2-naphtholAusbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 1-bromo-3-(2-methylbenzoyl)-5,6,7,8-tetrahydro-2-naphthol (3.33 g), sodium acetate (0.82 g), 5% palladium-on-carbon (50% hydrate, 1.0 g) and methanol (10 ml) was subjected to catalytic reduction. After the theoretical amount of hydrogen had been absorbed, the catalyst was filtered off. The solvent was then distilled off and the residue was diluted with water and extracted with ethyl acetate. The extract was washed with water and dried (MgSO4) and the solvent was distilled off to give 3-(2-methylbenzoyl)-5,6,7,8-tetrahydro-2-naphthol as an oil (2.45 g, 96.5%).

Aufarbeitung

  1. customAfter the theoretical amount of hydrogen had been absorbed
  2. filtrationthe catalyst was filtered off
  3. distillationThe solvent was then distilled off
  4. additionthe residue was diluted with water
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. dry with materialdried (MgSO4)
  8. distillationthe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-0c84ae8e96fa4ed29b0756dcf506973d
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05264454

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