Reaktion #56063

Reaktionsgleichung

methanol

cyclopropanecarboxylic acid

cyclopropanecarboxylic acid chloride

5-[1-hydroxy-2-(3,4-dimethoxyphenethylamino)ethyl]-8-hydroxycarbostyril hydrochloride

→

5-[1-cyclopropylcarbonyloxy-2-(3,4-dimethoxyphenethylamino)ethyl]-8-cyclopropylcarbonyloxycarbostyril hydrochloride

Lösungsmittel

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto react for 1 hour at a temperature of 80° C
2. 2
   workup.ADDITIONwas added to the reaction mixture
3. 3
   Sonstigeto crystallize the product
4. 4
   SonstigeThe crystals thus obtained
5. 5
   Sonstigewere separated by filtration
6. 6
   Waschenwashed with diethyl ether
7. 7
   Sonstigerecrystallized from a mixture of ethanol and acetone

Vorschrift

2 ml of cyclopropanecarboxylic acid and 1 ml of cyclopropanecarboxylic acid chloride were added to 500 mg of 5-[1-hydroxy-2-(3,4-dimethoxyphenethylamino)ethyl]-8-hydroxycarbostyril hydrochloride, and the mixture was allowed to react for 1 hour at a temperature of 80° C. After completion of the reaction, 10 ml of methanol was added to the reaction mixture while cooling with ice-water followed by addition of diethyl ether to crystallize the product. The crystals thus obtained were separated by filtration, washed with diethyl ether and recrystallized from a mixture of ethanol and acetone to obtain 210 mg of 5-[1-cyclopropylcarbonyloxy-2-(3,4-dimethoxyphenethylamino)ethyl]-8-cyclopropylcarbonyloxycarbostyril hydrochloride having a melting point of 167°-168° C. (with decomposition).

Quelle