Reaction #3928

Reaction equation

1-(4-chlorobenzyl)piperazine

1-bromo-2-chloroethane

→

1-(4-chlorobenzyl)-4-(2-chloroethyl)piperazine dihydrochloride

Yield 112.0%

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   Temperaturewas refluxed for 8 hours
2. 2
   OtherThe solvent was removed in vacuo, and 2N sodium hydroxide
3. 3
   workup.ADDITIONwas added to the residue
4. 4
   ExtractionThe product was extracted with methylene chloride
5. 5
   Dryingthe extract was dried (sodium sulfate)
6. 6
   Concentrationconcentrated
7. 7
   OtherThe salt was precipitated with ethereal hydrochloric acid

Procedure

A mixture of 15.0 g of 1-(4-chlorobenzyl)piperazine, 14.4 g of 1-bromo-2-chloroethane and 150 ml of tetrahydrofuran was refluxed for 8 hours. The solvent was removed in vacuo, and 2N sodium hydroxide was added to the residue. The product was extracted with methylene chloride, and the extract was dried (sodium sulfate) and concentrated. The salt was precipitated with ethereal hydrochloric acid to give 13.8 g (56% of theory) of 1-(4-chlorobenzyl)-4-(2-chloroethyl)piperazine dihydrochloride as a white crystalline solid.

Source