Dimethyl malonate → Dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylidenemalonate

HRID 458720Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 458720
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1.[C:23]([O:30][CH3:31])(=[O:29])[CH2:24][C:25]([O:27][CH3:28])=[O:26].C([O-])(=O)C.[NH2+]1CCCCC1>C1(C)C=CC=CC=1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH:19]=[C:24]([C:23]([O:30][CH3:31])=[O:29])[C:25]([O:27][CH3:28])=[O:26])=[CH:21][CH:22]=1

Komponenten

5

Edukt 3

HCID 7943Dimethyl malonateHCID 3014295Piperidinium acetateHCID 184429064-[2-(2-Naphthoxy)ethoxy]benzaldehyde

Produkt 1

HCID 18442910Dimethyl 4-[2-(2-naphthoxy)ethoxy]benzylidenemalonateAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 4-[2-(2-naphthoxy)ethoxy]benzaldehyde (1.24 g, 4.26 mmol) and dimethyl malonate (1.69 g, 12.78 mmol) in toluene (30 ml) is added a catalytic quantity of piperidinium acetate. Then the mixture is refluxed in a Dean-Stark trap for 8 hours. After cooled to room temperature, the solution was concentrated under a vacuum to give title compound (1.45 g, 84%).

Aufarbeitung

  1. temperatureThen the mixture is refluxed in a Dean-Stark trap for 8 hours
  2. concentrationthe solution was concentrated under a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e0ef2544b037426ebaf6db28270b5901
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192970B2

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