Water → HCID 21275882, compound

HRID 1941010Notes

Reaction equation

HRID 1941010 reaction equation
[C:1](Cl)(=O)[CH:2]=C.[CH2:6]([NH2:18])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[CH2:19](N(CC)CC)C.[OH2:26]>C1COCC1>[CH2:8]([C:7](=[CH2:19])[C:6]([NH2:18])=[O:26])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:1][CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 13583Dodecylamine

Product 1

HCID 21275882HCID 21275882, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Acryloyl chloride (19 g) was dissolved in THF (200 mL) in a 1 L flask and placed in an ice bath. A solution containing dodecylamine (37.1 g), triethylamine (20.2 g) and THF (300 mL) was added dropwise, maintaining the temperature at 5°-15° C. After addition the solution was stirred for 5 minutes and the solid was filtered off and discarded. The solvent was removed in vacuo from the mother liquor and methanol (50 mL) was added to the residue. After stirring, water (200 mL) was added and crystals formed. Additional water (200 mL) was added, the solution was stirred for 30 minutes, and the solid was filtered off. The solid was vacuum dried at room temperature to yield 40.3 g.

Workup

  1. customplaced in an ice bath
  2. additionwas added dropwise
  3. temperaturemaintaining the temperature at 5°-15° C
  4. additionAfter addition the solution
  5. filtrationthe solid was filtered off
  6. customThe solvent was removed in vacuo from the mother liquor and methanol (50 mL)
  7. additionwas added to the residue
  8. stirringAfter stirring
  9. additionwater (200 mL) was added
  10. customcrystals formed
  11. stirringthe solution was stirred for 30 minutes
  12. filtrationthe solid was filtered off
  13. customdried at room temperature
  14. customto yield 40.3 g

Sources & evidence

ORD record
ord-70fa030eb85440ea8be9d2ec908dc29b
Source dataset
uspto-grants-1997_12
Patent number
US05702696

Reaction notes

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