1-Chlorododecane → 1-methyl-4-dodecyl-piperazine

HRID 1438835Notes

Reaction equation

HRID 1438835 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH2:8](Cl)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[OH-].[Na+]>>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH3:8])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 81921-ChlorododecaneHCID 14798Sodium HydroxideHCID 531671-Methylpiperazine

Product 1

HCID 101071031-methyl-4-dodecyl-piperazineYield 66%

Procedure

100 g (1 mole) of 1-methyl-piperazine were heated to 100° C and a total of 204.5 g (1 mole) of dodecyl chloride was added in 3 portions. After a reaction time of 15 minutes, 40 g (1 mole) of solid sodium hydroxide was added in several portions and the mixture was allowed to react for 2 hours at 140°-150° C. The reaction product was then separated from the solid inorganic residue by filtering the reaction mixture whilst hot. The inorganic residue was extracted twice with 200 ml of benzene, the benzene phase was separated off and concentrated and the residue was added to the main filtrate. The product was subjected to a fractional distillation. 177 g (66% of theory) of 1-methyl-4-dodecyl-piperazine of boiling point 90°-115° C/0.01 mm Hg were thus obtained.

Workup

  1. customto react for 2 hours at 140°-150° C
  2. customThe reaction product was then separated from the solid inorganic residue
  3. filtrationby filtering the reaction mixture whilst hot
  4. extractionThe inorganic residue was extracted twice with 200 ml of benzene
  5. customthe benzene phase was separated off
  6. concentrationconcentrated
  7. additionthe residue was added to the main filtrate
  8. distillationThe product was subjected to a fractional distillation

Sources & evidence

ORD record
ord-6b1608b8114a4dccb00077860afd1daa
Source dataset
uspto-grants-1977_11
Patent number
US04057413

Reaction notes

Loading…