Reaktion #76301

Reaktionsgleichung

[4-(4-chloro-1-oxobutyl)phenyl]methyl-propanedioic acid, diethyl ester

potassium carbonate

α-(4-pyridyl)benzhydrol

→

title compound

Ausbeute 99.0%

[4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]phenyl]methyl-propanedioic acid, diethyl ester

Ausbeute 99.0%

Lösungsmittel

water

toluene

water

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturHeat the mixture
2. 2
   Temperaturto reflux
3. 3
   WaschenWash the organic phase with brine
4. 4
   Trocknendry over anhydrous magnesium sulfate
5. 5
   Einengenconcentrate
6. 6
   SonstigePurify by flash chromatography (200 g of silica gel, 10% methanol/chloroform as eluent)

Vorschrift

Mix together [4-(4-chloro-1-oxobutyl)phenyl]methyl-propanedioic acid, diethyl ester (380 mg, 1.1 mmol), potassium carbonate (450 mg, 3.2 mmol), α-(4-pyridyl)benzhydrol (500 mg, 1.9 mmol), water (4 mL) and toluene (10 mL). Heat the mixture to reflux. After 7 days, cool to room temperature. Add ethyl acetate and water. Wash the organic phase with brine, dry over anhydrous magnesium sulfate and concentrate. Purify by flash chromatography (200 g of silica gel, 10% methanol/chloroform as eluent) to give the title compound (627 mg, 99%).

Quelle