Water → HCID 9880270, Verbindung

HRID 586616Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 586616
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=1)=O.[F:13][C:14]1[CH:25]=[CH:24][C:17]([CH2:18][C:19]2[CH2:23][CH2:22][CH2:21][N:20]=2)=[CH:16][CH:15]=1.C([O-])(O)=O.[Na+].O>C(OCC)C.C(O)C>[F:13][C:14]1[CH:25]=[CH:24][C:17]([C:18]2[C:3]([C:5]3[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=3)=[CH:2][N:20]3[C:19]=2[CH2:23][CH2:22][CH2:21]3)=[CH:16][CH:15]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 27375232-Bromo-1-(4-methylsulfanylphenyl)ethanoneHCID 139464605-[(4-Fluorophenyl)methyl]-3,4-dihydro-2H-pyrrole

Produkt 1

HCID 9880270HCID 9880270, VerbindungAusbeute 30,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2-Bromo-1-(4-methylsulphanylphenyl)-1-ethanone (0.83 g, 3.4 mmol), dissolved in diethyl ether (10 ml), is treated with a solution of 2-(4-fluorobenzyl)-1-pyrroline (0.6 g, 3.3 mmol) in ethanol (10 ml) and NaHCO3 (0.6 g, 7 mmol). The mixture is stirred in the dark at RT for 18 h. The reaction is checked by TLC: SiO2/hexane-ether 9:1. The mixture is treated with H2O (10 ml), extracted 2 times with diethyl ether (100 ml) and the combined ether phase is then rewashed with water (30 ml). The organic phase dried over Na2SO4 Sicc. is concentrated in vacuo. The residue which remains is purified by CC on Al2O3/hexane/diethyl ether 1:1. Fractions 1-3 afford 330 mg of orange-red oil.

Aufarbeitung

  1. extractionextracted 2 times with diethyl ether (100 ml)
  2. dry with materialThe organic phase dried over Na2SO4 Sicc
  3. concentrationis concentrated in vacuo
  4. customThe residue which remains is purified by CC on Al2O3/hexane/diethyl ether 1:1

Quellen und Nachweise

ORD-Eintrag
ord-0f903e167af14f79a6c3e71a3c4a4129
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936632B2

Notizen zur Reaktion

Wird geladen…