Ethanol → HCID 22731880, compound

HRID 547238Notes

Reaction equation

HRID 547238 reaction equation
C([O-])([O-])=[O:2].[Na+].[Na+].[CH2:7]([NH:10][CH2:11][CH2:12][CH3:13])[CH2:8][CH3:9].I[CH2:15][CH3:16].[CH2:17](O)[CH3:18]>>[OH-:2].[CH2:17]([N+:10]([CH2:15][CH3:16])([CH2:11][CH2:12][CH3:13])[CH2:7][CH2:8][CH3:9])[CH3:18]

Participants

5

Reactant 4

HCID 702EthanolHCID 6340IodoethaneHCID 8902DipropylamineHCID 10340Sodium Carbonate2×

Product 1

HCID 22731880HCID 22731880, compound

Procedure

60 g Na2CO3 was added to a solution of 40.0 g dipropylamine in 100 g ethanol, and to the mixture was further added 148 g iodoethane in five aliquots while the mixture was chilled in an ice-bath. The mixture was allowed to warm to and stand at room temperature for three days before Na2CO3 was filtered off and most of the solvent was removed. Acetone was added to precipitate more Na2CO3 which was then removed. Ethanol was used to further precipitate the remaining Na2CO3. To the ethanolic solution was added 50 g water, and the ethanol was removed via rotavapping. The aqueous iodide solution was ion-exchanged until AgNO3 indicated the absence of iodide. The concentration of the DEDPAOH solution was determined to be 3.83 M, or 67.32 wt % (S.G.=0.9945).

Workup

  1. temperaturewas chilled in an ice-bath
  2. temperatureto warm to and
  3. filtrationwas filtered off and most of the solvent
  4. customwas removed
  5. additionAcetone was added
  6. customto precipitate more Na2CO3 which
  7. customwas then removed
  8. additionTo the ethanolic solution was added 50 g water
  9. customthe ethanol was removed

Sources & evidence

ORD record
ord-16ad08883b7e472388b9014138058530
Source dataset
uspto-grants-2011_05
Patent number
US07939043B2

Reaction notes

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