Cyclohexylamine → N-cyclohexyl-2-phenylprop-2-enamide

HRID 37367

Reaktionsgleichung

Reaktionsgleichung von HRID 37367
[C:1]([OH:11])(=O)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].CN1CCOCC1.ClC(OCC(C)C)=O.[CH:27]1([NH2:33])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:27]1([NH:33][C:1](=[O:11])[C:2]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH2:3])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Komponenten

5

Edukt 4

HCID 7965CyclohexylamineHCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 68114Atropic acid

Produkt 1

HCID 343735N-cyclohexyl-2-phenylprop-2-enamideAusbeute 28,9 %

Versuchsvorschrift

This compound was made from atropic acid (10.48 g, 70.8 mmol), N-methylmorpholine (7.8 ml, 70.9 mmol), iso-butyl chloroformate (9.2 ml, 70.9 mmol), and cyclohexylamine (8.1 ml, 70.7 mmol) using the procedure described in Example 3. The crude product was purified by recrystallisation from cyclohexane to give the product (4.69 g), as white crystals, m.p. 131°-133°. (Found: C, 78.7; H, 8.8; N, 5.95. C15H19NO requires C, 78.6; H, 8.35; N, 6.1%.)

Aufarbeitung

  1. customThe crude product was purified by recrystallisation from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-5664a6be0a904b4ebe4b4d96ac6e8567
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420278

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