Ethanol → HCID 9947152, Verbindung

HRID 1795585Notizen

Reaktionsgleichung

[CH2:1](N(C1C(C)=CC2C(C)CCC(C)(C)C=2C=1)C1C=CC(C(OCC)=O)=CC=1)C.C([N:31]([C:43]1[C:52]([CH3:53])=[CH:51][C:50]2[C:49]([CH3:55])([CH3:54])[CH2:48][CH:47]=[C:46]([CH3:56])[C:45]=2[CH:44]=1)[C:32]1[CH:42]=[CH:41][C:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:34][CH:33]=1)C.C(O)C.[OH-].[K+]>O>[CH2:56]([C:46]1[C:45]2[CH:44]=[C:43]([NH:31][C:32]3[CH:33]=[CH:34][C:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:41][CH:42]=3)[C:52]([CH3:53])=[CH:51][C:50]=2[C:49]([CH3:54])([CH3:55])[CH2:48][CH:47]=1)[CH3:1]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

General Procedure E To a solution of ethyl 4-[ethyl(3,5,8,8-tetramethyl-5,6-dihydronaphthalen-2-yl)amino]benzoate, (Compound 19, 0.17 g, 0.45 mmol) and 5 mL of absolute ethyl alcohol was added aqueous 5 M KOH (2 mL). The resulting solution was heated in an 60° C. bath for 24 h. The solution was cooled to room temperature, diluted with water and washed once with 2:1 hexane:ethyl acetate solution, and the layers were separated. The aqueous layer was acidified with HCl 2 N to pH=0-1 and the product extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, and filtered. The solvent was removed to give 0.042 g (92%) of the title compound as an off-white solid.

Aufarbeitung

temperatureThe solution was cooled to room temperature
washwashed once with 2:1 hexane
customethyl acetate solution, and the layers were separated
extractionthe product extracted three times with ethyl acetate
washThe combined organic extracts were washed with brine
dry with materialdried over MgSO4
filtrationfiltered
customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag: ord-094fad334df14da2ab8d8e6eaa0796ff
Quelldatensatz: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07026487B2

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