Iodoethane → HCID 21912331, Verbindung
Reaktionsgleichung
Br[C:2]1[CH:22]=[C:21]([CH3:23])[C:5]([O:6][C:7]2[C:12]([CH3:13])=[C:11]([NH:14][CH:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:10]=[C:9]([CH3:20])[N:8]=2)=[C:4]([CH3:24])[CH:3]=1.[CH2:25](I)[CH3:26]>C1COCC1>[CH2:25]([C:2]1[CH:22]=[C:21]([CH3:23])[C:5]([O:6][C:7]2[C:12]([CH3:13])=[C:11]([NH:14][CH:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:10]=[C:9]([CH3:20])[N:8]=2)=[C:4]([CH3:24])[CH:3]=1)[CH3:26]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
To a solution of [2-(4-bromo-2,6-dimethyl-phenoxy)-3,6-dimethyl-pyridin-4-yl]-(1-ethyl-propyl)-amine in dry THF was added n-butylithium at −78° C. After stirring at −78° C. for 10 min, ethyl iodide was added and the resulting mixture was stirred at −78° C. for 30 min, the dry-ice bath was removed. After stirring for 5 min, the mixture was quenched with brine and extracted with ethyl acetate. The organic layer was separated, dried, and concentrated to dryness. The residue was purified through silica gel chromatography to give the title compound. 1H NMR(CDCl3) d 6.89(s, 2H), 6.07(s, 1H), 3.72(d, 1H), 3.34(m, 1H), 2.58(q, 2H), 2.16(s, 3H), 2.12(s, 3H), 2.09(s, 6H), 1.4-1.7(m, 4H), 1.25(t, 3H), 0.96(t, 6H) ppm.
Aufarbeitung
- stirringthe resulting mixture was stirred at −78° C. for 30 min
- customthe dry-ice bath was removed
- stirringAfter stirring for 5 min
- customthe mixture was quenched with brine
- extractionextracted with ethyl acetate
- customThe organic layer was separated
- customdried
- concentrationconcentrated to dryness
- customThe residue was purified through silica gel chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-453cc9a2b2c140bcb8901c2c90a5a8d6
- Quelldatensatz
- uspto-grants-2005_10
- Patentnummer
- US06956047B1
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