Lilial → HCID 86702777, Verbindung

HRID 718536

Reaktionsgleichung

Reaktionsgleichung von HRID 718536
[Br-].[CH3:2][C:3]1[CH:29]=[CH:28][C:6]([CH2:7][CH2:8][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:5][CH:4]=1.[Li]CCCC.[C:35]([C:39]1[CH:44]=[CH:43][C:42]([CH2:45][CH:46]([CH3:49])[CH:47]=O)=[CH:41][CH:40]=1)([CH3:38])([CH3:37])[CH3:36]>>[C:35]([C:39]1[CH:40]=[CH:41][C:42]([CH2:45][CH:46]([CH3:49])[CH:47]=[CH:8][CH2:7][C:6]2[CH:5]=[CH:4][C:3]([CH3:2])=[CH:29][CH:28]=2)=[CH:43][CH:44]=1)([CH3:38])([CH3:37])[CH3:36]

Komponenten

4

Edukt 3

HCID 228987LilialHCID 20466351(2-(P-Tolyl)ethyl)triphenylphosphonium bromideHCID 178418339Butyllithium

Produkt 1

HCID 86702777HCID 86702777, VerbindungAusbeute 42 %

Versuchsvorschrift

Starting from p-methylphenethyltriphenylphosphonium bromide (5.04 g, 9.91 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 6.2 mL, 9.91 mmol, 1.0 equiv.) and 3-(4-tert-butylphenyl)-2-methylpropanal (3.04 g, 14.9 mmol, 1.5 equiv.), 1.26 g (42%) of the title compound as a light yellow oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 997:3).

Quellen und Nachweise

ORD-Eintrag
ord-9389887afbbb428a82bf740cd0d8d615
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193935B2

Verknüpfte Notizen

Wird geladen…