Reaction #452474

Reaction equation

product

2,3-Dihydro-1,4-benzodioxin-5-amine

bis(2-chloroethyl)amine hydrochloride

→

product

Yield 90.8%

1-(2,3-Dihydro-1,4-benzodioxin-5-yl)piperazine

Yield 90.8%

Solvents

chlorobenzene

Conditions

Workup

1. 1
   Temperatureunder reflux for 24 h
2. 2
   Otherevaporated in vacuo
3. 3
   workup.DISSOLUTIONThe white solid was dissolved in aqueous sodium hydroxide (100 ml)
4. 4
   Extractionextracted into ethyl acetate (3×50 ml)
5. 5
   DryingThe extracts were dried (MgSO4)
6. 6
   Otherevaporated in vacuo

Procedure

The solution of the product of example 13 (1.50 g, 0.010 mol) and bis(2-chloroethyl)amine hydrochloride (1.77 g 0.01 mol) in chlorobenzene (20 ml) was heated under reflux for 24 h, cooled to room temperature and evaporated in vacuo. The white solid was dissolved in aqueous sodium hydroxide (100 ml) and extracted into ethyl acetate (3×50 ml). The extracts were dried (MgSO4) and evaporated in vacuo to give the product (2.00 g).

Source