Octylamine → HCID 18980718, compound

HRID 2392917Notes

Reaction equation

HRID 2392917 reaction equation
[CH2:1]([NH2:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Cl[CH2:11][CH:12]([OH:24])[CH2:13][N:14]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:15][CH:16]([OH:19])[CH2:17]Cl>C1(C)C(C)=CC=CC=1>[OH:24][CH:12]([CH2:13][N:14]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:15][CH:16]([OH:19])[CH2:17][NH:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:11][NH:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 8143OctylamineHCID 18980722HCID 18980722, compound

Product 1

HCID 18980718HCID 18980718, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
70 °C

Procedure

A reactor was charged with 371 g (2.87 moles) of octylamine, and the contents were heated to 70° C. To the contents, a solution with 70 g (0.27 mole) of N,N-bis(3-chloro-2-hydroxypropyl)butylamine dissolved in 50 g of xylene was then added dropwise over 40 minutes. The resultant mixture was aged further for 4 hours. Thereafter, xylene was distilled off under reduced pressure, and unreacted octylamine was then distilled off at 70° C. and 0.5 mmHg. A mixture of 400 ml of xylene and 400 ml of 5% aqueous sodium hydroxide was added to the residue to subject it to extraction and washing. Thereafter, a xylene layer was taken out and concentrated, thereby obtaining 99.8 g (yield: 82%) of 11,15-dihydroxy-13-butyl-9,13,17-triazapentacosane represented by the following formula. ##STR11##

Workup

  1. additionwas then added dropwise over 40 minutes
  2. distillationThereafter, xylene was distilled off under reduced pressure, and unreacted octylamine
  3. distillationwas then distilled off at 70° C.
  4. additionA mixture of 400 ml of xylene and 400 ml of 5% aqueous sodium hydroxide
  5. additionwas added to the residue
  6. extractionto extraction
  7. washwashing
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-9dce63015bcb4fccb1929dcc2db4a812
Source dataset
uspto-grants-1998_09
Patent number
US05801270

Reaction notes

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