Reaktion #81610

Reaktionsgleichung

4-chlorobenzenesulphonyl chloride

ethyl 3-(2-aminoethyl)-5-[(4-fluorophenyl)methyl]benzenepropanoate

triethylamine

→

title compound

Ausbeute 73.2%

Ethyl 3-[2-[(4-chlorophenyl)sulphonylamino]ethyl],5-(4-fluorophenylmethyl)benzenepropanoate

Ausbeute 73.2%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water
2. 2
   Trocknendried (MgSO4)
3. 3
   SonstigeThe solvent was evaporated
4. 4
   Sonstigethe residue was chromatographed on silica gel
5. 5
   WaschenElution with dichloromethane first gave impurity
6. 6
   Sonstigeevaporated

Vorschrift

4-chlorobenzenesulphonyl chloride (352 mg) was added portionwise to a stirred solution of ethyl 3-(2-aminoethyl)-5-[(4-fluorophenyl)methyl]benzenepropanoate (500 mg) and triethylamine (0.25 ml) in dry dichloromethane (5 ml) at room temperature. The solution was stirred at room temperature for 5 hours and then washed with water and dried (MgSO4). The solvent was evaporated and the residue was chromatographed on silica gel. Elution with dichloromethane first gave impurity followed by pure product. The product fractions were combined and evaporated to give the title compound as an oil (560 mg); Rf 0.2 (SS 3). Found: C,62.08; H,5.47; N,2.73. C26H27ClFNO4S requires C,61.96; H,5.40; N,2.78%.

Quelle