Reaction #3903

Reaction equation

1-bromo-3-chloropropane

1-(4-methylbenzyl)piperazine

potassium hydroxide

dimethyl sulfoxide

→

1-(4-methylbenzyl)-4-(3-chloropropyl)piperazine dihydrochloride

Solvents

Water

Conditions

Workup

1. 1
   workup.STIRRINGthe mixture was stirred for an additional hour
2. 2
   Extractionthe product was extracted with ether
3. 3
   Dryingthe extract was dried (sodium sulfate)
4. 4
   workup.ADDITIONtreated with ethereal hydrochloric acid

Procedure

A mixture of 14.0 g of 1-(4-methylbenzyl)piperazine, 8.0 g of potassium hydroxide and 125 ml of dimethyl sulfoxide was stirred for 45 minutes. 11.8 g of 1-bromo-3-chloropropane were then added, and the mixture was stirred for an additional hour. Water was added, and the product was extracted with ether, and the extract was dried (sodium sulfate) and treated with ethereal hydrochloric acid to give 23.3 g (94% of theory) of 1-(4-methylbenzyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid.

Source