Dodecylamine → HCID 18980712, compound

HRID 2392916Notes

Reaction equation

HRID 2392916 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Cl[CH2:15][CH:16]([OH:36])[CH2:17][N:18]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:19][CH:20]([OH:23])[CH2:21]Cl>C1(C)C(C)=CC=CC=1>[OH:36][CH:16]([CH2:17][N:18]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:19][CH:20]([OH:23])[CH2:21][NH:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:15][NH:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 13583DodecylamineHCID 189807231,1'-(Dodecylazanediyl)bis(3-chloropropan-2-ol)

Product 1

HCID 18980712HCID 18980712, compoundYield 49.4%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Conditions

Temperature
80 °C

Procedure

A reactor was charged with 286.3 g (1.54 moles) of dodecylamine and 90 g of xylene, and the contents were heated to 80° C. To the contents, a solution with 57 g (0.15 mole) of N,N-bis(3-chloro-2-hydroxypropyl)dodecylamine dissolved in 50 g of xylene was added dropwise over 1.5 hours. The resultant mixture was aged further for 4 hours. Thereafter, xylene was distilled off under reduced pressure, and unreacted dodecylamine was then distilled off at 100° C. and 0.5 mmHg. The residue was added with 500 ml of hexane and 2000 ml of acetone to be dissolved therein. The solution was then subjected to extraction and washing with a mixture of 500 ml of xylene and 500 ml of 5% aqueous sodium hydroxide. Thereafter, a xylene layer was taken out and concentrated, thereby obtaining 49.5 g (yield: 48%) of 15,19-dihydroxy-17-dodecyl-13,17,21-triazatritriacontane represented by the following formula. ##STR10##

Workup

  1. additionwas added dropwise over 1.5 hours
  2. distillationThereafter, xylene was distilled off under reduced pressure, and unreacted dodecylamine
  3. distillationwas then distilled off at 100° C.
  4. additionThe residue was added with 500 ml of hexane and 2000 ml of acetone
  5. dissolutionto be dissolved
  6. extractionThe solution was then subjected to extraction
  7. washwashing with a mixture of 500 ml of xylene and 500 ml of 5% aqueous sodium hydroxide
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-b928c7e3fe0243fa921325ee854becf2
Source dataset
uspto-grants-1998_09
Patent number
US05801270

Reaction notes

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