Reaktion #740274

Reaktionsgleichung

5-bromomethyl-2-nitro-3-phenylbenzofuran

hydrochloric acid

water

N-methylpiperazine

→

1-methyl-4-(2-nitro-3-phenyl-5-benzofuranylmethyl)piperazine dihydrochloride dihydrate

Lösungsmittel

isopropanol

diethyl ether

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA stirred mixture of 5 g
2. 2
   SonstigeThe reaction mixture is evaporated
3. 3
   Sonstigeto provide a residue which
4. 4
   Extraktionis extracted with diethyl ether
5. 5
   WaschenThe ether extracts are washed with water and with a saturated sodium chloride solution
6. 6
   Sonstigedried
7. 7
   SonstigeEvaporation of the ether solution
8. 8
   Sonstigeprovides a yellow oil which
9. 9
   workup.ADDITIONtreated
10. 10
    TemperaturCooling

Vorschrift

A stirred mixture of 5 g. (0.015 mole) of 5-bromomethyl-2-nitro-3-phenylbenzofuran and 7.5 g. (0.075 mole) of N-methylpiperazine in 15 ml. of ethanol is heated at 45° C. for 1 hour. The reaction mixture is evaporated to provide a residue which is extracted with diethyl ether. The ether extracts are washed with water and with a saturated sodium chloride solution and dried. Evaporation of the ether solution provides a yellow oil which is dissolved in diethyl ether and treated while stirring with a solution of 4N hydrochloric acid in isopropanol until the reaction is complete. The solid is stirred in hot ethanol while adding water until it is all in solution. Cooling provides a fluffy yellow product, 1-methyl-4-(2-nitro-3-phenyl-5-benzofuranylmethyl)piperazine dihydrochloride dihydrate, m.p. 269°-276° C. (dec.), having the structure

Quelle