Dodecylamine → HCID 59471300, compound

HRID 2063199Notes

Reaction equation

HRID 2063199 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C:10]([O:12]C)=O)[CH2:4][CH2:3]1.[CH2:14]([NH2:26])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>C(Cl)(Cl)Cl.CO>[CH2:14]([NH:26][C:10](=[O:12])[CH2:9][CH2:8][N:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 2

HCID 13583DodecylamineHCID 12203350Methyl 3-(4-Methylpiperazin-1-yl)propanoate

Product 1

HCID 59471300HCID 59471300, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Conditions

Temperature
185 °C

Procedure

Methyl 3-(4-methylpiperazin-1-yl)propanoate 40.0 g (0.21 moles) and dodecylamine 39.7 g (0.21 moles) are charged into a 3-neck 250-mL round bottom flask equipped with a Dean-Stark trap, thermocouple, and reflux condenser. The mixture is agitated using a magnetic stirring bar and heated to 185° C. for five hours. The volume of methanol that is distilled from the reaction is used to monitor the progress of the reaction. Evidence of the chemical transformation is observed by thin layer chromatography (TLC) analysis using a 4:1 CHCl3/MeOH as mobile phase. The final product is a light yellow solid at ambient temperature. 1H-NMR (300 MHz, CDCl3): δ 2.98 (m, 2H), 2.07 (m, 15H), 1.27 (m, 2H), 1.0 (m, 18H), 0.65 (t, 6.7 Hz, 3H). 13C-NMR (75 MHz, CDCl3): δ 171.70, 54.60, 54.39, 54.34, 53.45, 51.86, 45.39, 38.45, 31.60, 31.38, 29.14, 29.11, 28.93, 28.85, 28.83, 26.65, 22.15, 13.61.

Workup

  1. customequipped with a Dean-Stark trap, thermocouple
  2. temperaturereflux condenser
  3. distillationThe volume of methanol that is distilled from the reaction
  4. customthe progress of the reaction

Sources & evidence

ORD record
ord-1e9605ba41174743b553e4096b2fc428
Source dataset
uspto-grants-2012_10
Patent number
US08288323B2

Reaction notes

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