Sodium Hydroxide → HCID 14671517, compound

HRID 359591Notes

Reaction equation

HRID 359591 reaction equation
[CH2:1]([PH:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:17]([N:21]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:22](=[O:25])CCl)[CH:18]([CH3:20])[CH3:19].[OH-].[Na+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C(Cl)Cl>[CH2:1]([P:9](=[O:16])([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:22](=[O:25])[N:21]([CH2:26][CH:27]([CH3:29])[CH3:28])[CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 2207842-chloro-n,n-diisobutylacetamide2×HCID 178443875HCID 178443875, compound3×

Product 1

HCID 14671517HCID 14671517, compound

Reagents, catalysts & solvents 2

HCID 21218Trioctylmethylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

Octylphenyl N,N-diisobutylcarbamoyl phosphine oxide was prepared by reacting octylphenyl phosphine oxide with N,N-diisobutylchloroacetamide under basic conditions using phase transfer conditions. The octyl phenyl phosphine oxide (357.5 grams) was added over a two hour period to a solution of 308.5 grams of N,N-diisobutylchloroacetamide in 600 ml. of CH2Cl2 and 300 ml. of a 50% NaOH solution containing 3.5 grams of "Adogen 464." A stirring rate of 250 rpm and a temperature of 35° C. to 40° C. was used. The reaction was continued until all the octyl phenyl phosphine oxide was consumed as determined by a GC analysis of the mixture. The reaction mixture was diluted with water. The organic layer was separated, dried over anhydrous MgSO4 and stripped of solvent to give a crude product.

Workup

  1. customa temperature of 35° C. to 40° C.
  2. customwas consumed
  3. additionThe reaction mixture was diluted with water
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous MgSO4

Sources & evidence

ORD record
ord-5489b240101d4e8b8ac10a9ce466273f
Source dataset
uspto-grants-1991_03
Patent number
US05001250

Reaction notes

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