Cyclohexylisopropylamine → HCID 54014012, Verbindung

HRID 373207Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 373207
C([Li])CCC.C(NC1CCCCC1)(C)C.C[Si]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])(C)C.[F:26][C:27]([F:53])([F:52])[C:28]1[CH:29]=[C:30]([CH:45]=[C:46]([C:48]([F:51])([F:50])[F:49])[CH:47]=1)[CH2:31][O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH:39]=[CH:40][C:41](=O)[CH2:42][CH3:43]>CCCCCC.O1CCCC1>[F:26][C:27]([F:52])([F:53])[C:28]1[CH:29]=[C:30]([CH:45]=[C:46]([C:48]([F:51])([F:50])[F:49])[CH:47]=1)[CH2:31][O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH:39]=[CH:40][C:41]([CH2:42][CH3:43])=[CH:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]

Komponenten

7

Edukt 4

HCID 62386CyclohexylisopropylamineHCID 77687Ethyl trimethylsilylacetateHCID 5724934711-(3',5'-Bistrifluoromethylbenzyloxy) undeca-4-ene-3-oneHCID 178418339Butyllithium

Produkt 1

HCID 54014012HCID 54014012, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

n-Butyl lithium (4.99 mmol) in hexane was added to N-isopropyl cyclohexylamine (0.69 g, 4.88 mmol, Aldrich Chem Co.) in dry tetrahydrofuran (20 ml) at -78° under nitrogen. After 15 mins, ethyl trimethylsilylacetate (0.78 g, 4.88 mmol, Fluka Chem. Co.) was added. After a further 10 mins, 11-(3',5'-bistrifluoromethylbenzyloxy) undeca-4-ene-3-one (1 g, 2.44 mmol) was added and the temperature was allowed to reach room temperature. After conventional work-up and chromatography on silica, ethyl 11-(3',5'-bistrifluoromethylbenzyloxy)-3-ethyl-undeca-2, 4- dienoate was obtained as a mixture of two isomers.

Aufarbeitung

  1. waitAfter a further 10 mins
  2. customto reach room temperature

Quellen und Nachweise

ORD-Eintrag
ord-f067143e609144788c135f6d17afa0a3
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05162367

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