Valproic Acid → 3-[4-(2-Propyl-pentanoyl)-phenyl]-acrylic acid

HRID 516976

Reaktionsgleichung

Reaktionsgleichung von HRID 516976
[CH2:1]([CH:4]([CH2:8][CH2:9][CH3:10])[C:5]([OH:7])=O)[CH2:2][CH3:3].C[O:12][C:13](=[O:23])[CH:14]=[CH:15][C:16]1[CH:21]=[CH:20][C:19](N)=[CH:18][CH:17]=1>>[CH2:8]([CH:4]([CH2:1][CH2:2][CH3:3])[C:5]([C:19]1[CH:20]=[CH:21][C:16]([CH:15]=[CH:14][C:13]([OH:23])=[O:12])=[CH:17][CH:18]=1)=[O:7])[CH2:9][CH3:10]

Komponenten

3

Edukt 2

HCID 3121Valproic AcidHCID 30175782-Propenoic acid, 3-(4-aminophenyl)-, methyl ester

Produkt 1

HCID 687995223-[4-(2-Propyl-pentanoyl)-phenyl]-acrylic acid

Versuchsvorschrift

This compound, a precursor to compounds 9 and 10, was synthesized from 2-propyl-pentanoic acid (0.78 mL, 4.9 mmol) and 3-(4-amino-phenyl)-acrylic acid methyl ester (0.86 g, 4.9 mmol) according to Methods a and b aforementioned. Total yield, 1.05 g (70% for 2 steps); 1H NMR (CDCl3, 10% DMSO-d6) δ 9.49 (s, 1H), 7.71 (d, J=8.5 Hz, 2H), 7.55 (d, J=15.9 Hz, 1H), 7.45 (d, J=8.4 Hz, 2H), 6.31 (d, J=15.9 Hz, 1H), 2.40 (m, 1H), 1.7-1.1 (m, 8H), 0.87 (t, 6H).

Quellen und Nachweise

ORD-Eintrag
ord-3fcf68a71cd64e97a055670ad5bc7314
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115090B2

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