Diethyl (ethoxymethylene)malonate → Ethyl 4-hydroxy-6-propoxyquinoline-3-carboxylate

HRID 1466995

Reaktionsgleichung

Reaktionsgleichung von HRID 1466995
[CH2:1]([O:4][C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)[CH2:2][CH3:3].C([O:14][CH:15]=[C:16]([C:22](OCC)=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>>[OH:14][C:15]1[C:10]2[C:8](=[CH:7][CH:6]=[C:5]([O:4][CH2:1][CH2:2][CH3:3])[CH:11]=2)[N:9]=[CH:22][C:16]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Komponenten

3

Edukt 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 78221Benzenamine, 4-propoxy-

Produkt 1

HCID 178458202Ethyl 4-hydroxy-6-propoxyquinoline-3-carboxylate

Versuchsvorschrift

Prepared as in Example 1c from 4-propoxyaniline and diethyl 2-(ethoxymethylene)malonate as a white solid (65%). 1H NMR (400 MHz, DMSO-d6) δ 0.98 (t, J=7.2 Hz, 3H), 1.25 (t, J=7.2 Hz, 3H), 1.72-1.77 (m, 2H), 3.98 (t, J=6.0 Hz, 2H), 4.16-4.21 (m, 2H), 6.97-6.99 (m, 1H), 7.53-7.56 (m, 2H), 8.47 (d, J=5.2 Hz, 1H), 12.27 (s, 1H). MS 276 (MH+).

Quellen und Nachweise

ORD-Eintrag
ord-bcfbf3ed5a2a4aafa37a8ebd22bad8c6
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09000054B2

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