Tetraethylenepentamine → dodecylphenol TEPA

HRID 362763

Reaction equation

HRID 362763 reaction equation
[CH2:1]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[OH:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].O1CCCOO1.[NH2:26][CH2:27][CH2:28][NH:29][CH2:30][CH2:31][NH:32][CH2:33][CH2:34][NH:35][CH2:36][CH2:37][NH2:38]>O>[CH2:1]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[OH:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[NH2:38][CH2:37][CH2:36][NH:35][CH2:34][CH2:33][NH:32][CH2:31][CH2:30][NH:29][CH2:28][CH2:27][NH2:26]

Participants

5

Reactant 3

HCID 8197TetraethylenepentamineHCID 1711442-DodecylphenolHCID 19593658CID 19593658

Product 1

HCID 131721124dodecylphenol TEPA

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

To a 2 liter 4-necked reaction flask equipped with a stirrer, Dean Stark trap, condenser and nitrogen sparger were charged dodecylphenol (524 g, 2.0 m), trioxane (60 g, 0.66 m) and tetraethylene pentamine (TEPA) (189 g, 1.0 m). The temperature was raised slowly to 110° C. at which time water evolution began. After 8 hours the temperature had risen to 115° C. and water evolution ceased (42 cc's of water were collected). The mixture was cooled and filtered to yield 730g of a dodecylphenol-TEPA product containing 9.1% nitrogen.

Workup

  1. customTo a 2 liter 4-necked reaction flask equipped with a stirrer
  2. customwere collected)
  3. temperatureThe mixture was cooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-4f58afb3223547e1a8436c589d685f8c
Source dataset
uspto-grants-1999_02
Patent number
US05872082

Linked notes

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