Octyl isocyanate → Ethyl 3-[3'-(3-octyl-1-methylureido)biphenyl-4-yl]propanoate

HRID 250837

Reaktionsgleichung

Reaktionsgleichung von HRID 250837
[CH2:1]([N:9]=[C:10]=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH3:12][NH:13][C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1>>[CH2:1]([NH:9][C:10](=[O:11])[N:13]([C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Komponenten

3

Edukt 2

HCID 76616Octyl isocyanateHCID 67271940Ethyl 3-(3'-methylaminobiphenyl-4-yl)propanoate

Produkt 1

HCID 67273465Ethyl 3-[3'-(3-octyl-1-methylureido)biphenyl-4-yl]propanoateAusbeute 101,3 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

464 μl (2.55 mmol, 1.5 eq) of octyl isocyanate are added to 482 mg (1.7 mmol, 1 eq) of ethyl 3-(3′-methylaminobiphenyl-4-yl)propanoate (prepared in Example 7c). The reaction mixture is heated at 100° C. by microwave for 30 minutes. The residue is chromatographed on silica gel (50 g FlashSmart Pack column) eluted with 70/30 heptane/ethyl acetate. 755 mg of ethyl 3-[3′-(3-octyl-1-methylureido)biphenyl-4-yl]propanoate are obtained in the form of a yellowish oil. Yield=100%

Aufarbeitung

  1. customThe residue is chromatographed on silica gel (50 g FlashSmart Pack column)
  2. washeluted with 70/30 heptane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-dcf089ca56f74836860f2f9c88b1e787
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863332B2

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