Sulfuric Acid → HCID 66835156, Verbindung

HRID 2275280Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2275280
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH:8]([C:16]3[C:21]([O:22]CC4C=CC(OC)=CC=4)=[CH:20][CH:19]=[CH:18][N:17]=3)[C:9](=O)[C:10]2([CH3:14])[CH3:13])=[CH:5][CH:4]=1.S(=O)(=O)(O)O.[OH-].[Na+]>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C:8]3[C:16]4[N:17]=[CH:18][CH:19]=[CH:20][C:21]=4[O:22][C:9]=3[C:10]([CH3:14])([CH3:13])[C:11]=2[CH:12]=1

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 66834426HCID 66834426, Verbindung

Produkt 1

HCID 66835156HCID 66835156, VerbindungAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To the mixture of 7-methoxy-3-[3-(4-methoxy-benzyloxy)-pyridin-2-yl]-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (Compound GT15-2, 21 mg) and ethyl acetate (0.8 ml), sulfuric acid (0.2 ml) was added. The mixture was stirred and heated at 70° C. for 5 hrs. After cooling, the reaction mixture was neutralized with 2 N aqueous solution of sodium hydroxide. The mixture was diluted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine, and then concentrated under reduced pressure. The resulting residues were purified by silica gel column (ethyl acetate/hexane) to obtain the title compound (7 mg, 50%).

Aufarbeitung

  1. additionwas added
  2. temperatureAfter cooling
  3. washThe organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residues were purified by silica gel column (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-2fc483770b8646cd958cb0d6fc542670
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126931B2

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