Acetic Acid → HCID 53799079, Verbindung

HRID 1939353Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1939353
[OH:1][C:2]1([CH2:15][C:16]([O:18][CH3:19])=[O:17])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=2)[CH:4]=[C:3]1[CH3:14].C=O.[C:22](O)(=O)C.[H][H]>C(O)C.[Pd]>[CH3:22][NH:11][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH:4]=[C:3]([CH3:14])[C:2]2([CH2:15][C:16]([O:18][CH3:19])=[O:17])[OH:1]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 53908697Methyl 3-hydroxy-2-methyl-5-nitro-3-indenylacetateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 53799079HCID 53799079, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 0.05 mol of methyl 3-hydroxy-2-methyl-5-nitro-3-indenylacetate, 0.2 mol of 38% aqueous formaldehyde and 2 ml of acetic acid in 100 ml ethanol is reduced catalytically in the presence of a 10% Pd/C catalyst under 40 lb. p.s.i. hydrogen pressure at room temperature. The solution is filtered, evaporated and chromatographed on 300 g of silica gel to give methyl 5-methylamino-3-hydroxy-2-methyl-3-indenylacetate. The hydroxy ester is then dehydrated to methyl 5-dimethylamino-2-methyl-3-indenylacetate.

Aufarbeitung

  1. customat room temperature
  2. filtrationThe solution is filtered
  3. customevaporated
  4. customchromatographed on 300 g of silica gel

Quellen und Nachweise

ORD-Eintrag
ord-b228eb8260bc470abbc6b42494622822
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05696159

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