2,4-Dinitrobenzoic acid → 5-(2,4-Dinitrobenzoyloxy)-4-methoxy-2,6,6-trimethyl-2-cyclohepten-1-one

HRID 2258502

Reaktionsgleichung

Reaktionsgleichung von HRID 2258502
[OH:1][CH:2]1[C:8]([CH3:10])([CH3:9])[CH2:7][C:6](=[O:11])[C:5]([CH3:12])=[CH:4][CH:3]1[O:13][CH3:14].[N+:15]([C:18]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:19]=1[C:20](O)=[O:21])([O-:17])=[O:16]>>[N+:15]([C:18]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:19]=1[C:20]([O:1][CH:2]1[C:8]([CH3:9])([CH3:10])[CH2:7][C:6](=[O:11])[C:5]([CH3:12])=[CH:4][CH:3]1[O:13][CH3:14])=[O:21])([O-:17])=[O:16]

Komponenten

3

Edukt 2

HCID 118802,4-Dinitrobenzoic acidHCID 229223715-Hydroxy-4-methoxy-2,6,6-trimethyl-2-cyclohepten-1-one

Produkt 1

HCID 229223455-(2,4-Dinitrobenzoyloxy)-4-methoxy-2,6,6-trimethyl-2-cyclohepten-1-oneAusbeute 61,5 %

Versuchsvorschrift

5-Hydroxy-4-methoxy-2,6,6-trimethyl-2-cyclohepten-1-one (AU154) obtained in Example 4 (5.95 g, 30 mM) was treated with 2,4-dinitrobenzoic acid according to the procedures described in Example 20. The mixture was re-crystallized twice from a mixed solution of ethyl acetate and hexane to obtain 7.24 g (61.5%) of 5-(2,4-dinitrobenzoyloxy)-4-methoxy-2,6,6-trimethyl-2-cyclohepten-1-one (AU407) as reddish needles. Melting point: 147.5° to 149° C.

Aufarbeitung

  1. customThe mixture was re-crystallized twice from a mixed solution of ethyl acetate and hexane

Quellen und Nachweise

ORD-Eintrag
ord-31fd580d928d49538a7f5c31a298932c
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05661166

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