Ethyl 6-acetyl-1,4-benzodioxin-2-carboxylate → Ethyl 6-ethyl-2,3-dihydro-1,4-benzodioxin-2-carboxylate

HRID 1756025

Reaktionsgleichung

Reaktionsgleichung von HRID 1756025
[C:1]([C:4]1[CH:18]=[CH:17][C:7]2[O:8][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][O:11][C:6]=2[CH:5]=1)(=O)[CH3:2]>C(O)(=O)C.[Pd]>[CH2:1]([C:4]1[CH:18]=[CH:17][C:7]2[O:8][CH:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:10][O:11][C:6]=2[CH:5]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 11806994Ethyl 6-acetyl-1,4-benzodioxin-2-carboxylate

Produkt 1

HCID 15210220Ethyl 6-ethyl-2,3-dihydro-1,4-benzodioxin-2-carboxylateAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Hydrogenate a solution of 3 g of ethyl 6-acetyl-1,4-benzodioxin-2-carboxylate in 15 cm3 of acetic acid under hydrogen pressure (50 psi) in the presence of 0.750 g of 5% palladium on carbon. The crude product obtained by concentrating to dryness is purified by chromatography on a silica column (eluant: petroleum ether/diethyl ether, 70:30). Ethyl 6-ethyl-2,3-dihydro-1,4-benzodioxin-2-carboxylate is thereby obtained in a yield of 70%. ##STR31##

Aufarbeitung

  1. customThe crude product obtained
  2. concentrationby concentrating to dryness
  3. customis purified by chromatography on a silica column (eluant: petroleum ether/diethyl ether, 70:30)

Quellen und Nachweise

ORD-Eintrag
ord-01076608197e499bb86bd9c9e0dc187d
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05439909

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