1-Octanol → Octyltrimethyl ammonium methoxide

HRID 4732

Reaction equation

HRID 4732 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[CH2:15]([OH:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[CH2:24]([N:32]([CH3:34])[CH3:33])CCCCCCC.CCl.C[O-].[Na+].CO>[Cl-].C([N+](C)(C)C)CCCCCCC.CO>[CH3:15][O-:23].[CH2:15]([N+:32]([CH3:34])([CH3:33])[CH3:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

8

Reactant 5

HCID 9571-OctanolHCID 6327Methyl ChlorideHCID 14812Phosphorus oxide (P4O10)HCID 16224DimethyloctylamineHCID 23694274Sodium methanolate methanol

Product 1

HCID 21243886Octyltrimethyl ammonium methoxide

Reagents, catalysts & solvents 2

HCID 24949Caprylyltrimethylammonium chlorideCatalystHCID 887MethanolSolvent

Procedure

One mol of phosphoric anhydride was added to three mols of octyl alcohol over a period of one hour at 60°-70° C. while stirring. They were allowed to react which each other at 70° C. for three hours and a mixture of mono and dioctyl phosphate was obtained. Separately, 0.5 mol of octyl dimethylamine and 200 ml of methanol were set inside an autoclave and after the interior gas was replaced by nitrogen, 0.5 molar equivalent of methyl chloride was introduced for a reaction at 60°-70° C. for three hours to obtain octyltrimethyl ammonium chloride. To this was gradually added 96 g of 28% sodium methylate-methanol solution (0.5 molar equivalent as sodium methylate) for salt exchange and the by-product sodium chloride was filtered away to obtain as filtrate a methanol solution of octyltrimethyl ammonium methoxide. To this methanol solution was added 0.5 mol of the aforementioned mixture of mono and dioctyl phosphate and after methanol was distilled away, it was diluted with water to obtain 50 wt% aqueous solution of octyltrimethyl ammonium octyl phosphate (Example No. 1).

Workup

  1. customto react which each other at 70° C. for three hours
  2. customwas obtained
  3. additionwas introduced for a reaction at 60°-70° C. for three hours
  4. filtrationthe by-product sodium chloride was filtered away

Sources & evidence

ORD record
ord-d9b4785edab5498986fa0d5639524ba5
Source dataset
uspto-grants-1988_02
Patent number
US04727177

Linked notes

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