1-Bromo-3-chloropropane → 1-(3-Chloropropyl)-4-methylpiperazine

HRID 1369450Notes

Reaction equation

HRID 1369450 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Br[CH2:9][CH2:10][CH2:11][Cl:12]>C1(C)C=CC=CC=1>[Cl:12][CH2:11][CH2:10][CH2:9][N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 531671-Methylpiperazine

Product 1

HCID 669061-(3-Chloropropyl)-4-methylpiperazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-Methyl piperazine (0.2 mol) and 1-bromo-3-chloropropane (0.1 mol) in toluene (100 mL) were heated at 80° C. for 3 hr. The precipitate was collected and the remaining filtrate extracted with HCl (1N, 2×50 mL). The aqueous layer was made basic with NaOH (1N) and extracted with ether (3×100 mL). The combined ether layers were washed with water, dried (MgSO4), filtered and evaporated to afford product as a pale yellow oil.

Workup

  1. customThe precipitate was collected
  2. extractionthe remaining filtrate extracted with HCl (1N, 2×50 mL)
  3. extractionextracted with ether (3×100 mL)
  4. washThe combined ether layers were washed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated
  8. customto afford product as a pale yellow oil

Sources & evidence

ORD record
ord-18774e5937074f14a5fb6a87b0f0d2d5
Source dataset
uspto-grants-2003_06
Patent number
US06579880B2

Reaction notes

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