Potassium Carbonate → HCID 86757146, compound

HRID 1384735Notes

Reaction equation

HRID 1384735 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].O1CCOCC1.C([O-])([O-])=O.[K+].[K+].[Br-:26].Cl[CH2:28][CH2:29][CH2:30][P+:31]([CH2:40][CH2:41][CH2:42][CH3:43])([CH2:36][CH2:37][CH2:38][CH3:39])[CH2:32][CH2:33][CH2:34][CH3:35]>C(O)C>[Br-:26].[CH2:1]([NH:13][CH:40]([P+:31]([CH2:30][CH2:29][CH3:28])([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:36][CH2:37][CH2:38][CH3:39])[CH2:41][CH2:42][CH3:43])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 13583DodecylamineHCID 312751,4-DioxaneHCID 21183396HCID 21183396, compound2×

Product 1

HCID 86757146HCID 86757146, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

In a 100 ml of reaction flask, 9.30g of n-dodecylamine (about 0.05 mol) (Tianjin Kelong Chemical Agent Factory, CP Grade) was added, and dissolved by adding 25 ml of dioxane under stirring, then 25 ml of anhydrous ethanol and 7.0 g anhydrous K2CO3 (ground) were added, heated to reflux, and 30 ml of an ethanol solution of 13 g (about 0.035 mol) of γ-chloropropyl tributyl phosphonium bromide (13 g of γ-chloropropyl tributyl phosphonium bromide was dissolved previously in 30 ml ethanol) was then added dropwise within 6 hrs under stirring and reflux, then again reacted for 2hrs under stirring and reflux, when the reaction was ended, the inorganic salt was filtered out while the solution was hot, and the solvent was distilled off from the filtrate, then the residue was cooled to room temperature, then 100 ml of diethyl ether was added to separate a large quantity of white solid, and filtered, the crude product was then obtained. The crude product was recrystallized from the mixed solvent of tetrahydrofuran and diethyl ether (volume ratio 1:1) for purification, the γ n-dodecylamino-propyl tributyl phosphonium bromide having the structural formula was then obtained: n-C12H25NH(CH2)3P+(C4H9)3 Br−.

Workup

  1. additionwas added
  2. dissolutiondissolved
  3. temperatureheated
  4. temperatureto reflux
  5. additionwas then added dropwise within 6 hrs
  6. stirringunder stirring
  7. temperaturereflux
  8. customagain reacted for 2hrs
  9. stirringunder stirring
  10. temperaturereflux
  11. filtrationthe inorganic salt was filtered out while the solution
  12. distillationthe solvent was distilled off from the filtrate
  13. addition100 ml of diethyl ether was added
  14. customto separate a large quantity of white solid
  15. filtrationfiltered
  16. customthe crude product was then obtained
  17. customThe crude product was recrystallized from the mixed solvent of tetrahydrofuran and diethyl ether (volume ratio 1:1) for purification

Sources & evidence

ORD record
ord-2f1fbfc39d314df6936f1c9889e4292d
Source dataset
uspto-grants-2001_07
Patent number
US06261538B1

Reaction notes

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