Water → HCID 10916440, compound

HRID 1267680Notes

Reaction equation

HRID 1267680 reaction equation
[Na+].[Cl-].[OH-:3].[K+].[CH2:5]([CH:7]([CH2:11][CH2:12][CH2:13][CH3:14])[C:8](Cl)=[O:9])[CH3:6].[OH2:15]>>[CH2:5]([CH:7]([CH2:11][CH2:12][CH2:13][CH3:14])[C:8]([O:3][O:15][C:12]([O:15][O:3][C:8](=[O:9])[CH:7]([CH2:5][CH3:6])[CH2:11][CH2:12][CH2:13][CH3:14])([CH2:11][CH:7]([CH3:8])[CH3:5])[CH3:13])=[O:9])[CH3:6]

Participants

5

Reactant 4

HCID 962Water2×HCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 791032-Ethylhexanoyl chloride

Product 1

HCID 10916440HCID 10916440, compoundYield 80%

Conditions

Temperature
3 °C

Procedure

Into a 200 ml beaker were charged 12 g of methylisobutyl ketone peroxide in water (containing 0.0533 mole T4 and 0.0008 mole T3), 25 g of petroleum ether (boiling range 40-60° C.), 12.5 g of NaCl-25%, and 10 g of demi-water. The pH was adjusted with KOH-45% to 13.5 at a temperature of 5-8° C. Then 19.1 g (0.117 mole; 2.2 eq.) of 2-ethylhexanoyl chloride were dosed in 25 minutes simultaneously with the lye, with the pH kept at >13.5. The mixture was stirred for another 90 minutes at 2-4° C. After separation of the water, layer 25 g of isododecane were added, and the organic layer was washed with NaOH-4N and NaHCO3-6%. The product was dried over magnesium sulphate and evaporated. Yield: 42.3 g of product with an active oxygen content of 3.22% (chemical yield:80%). Ratio mono:bis=20:80.

Workup

  1. customAfter separation of the water, layer 25 g of isododecane
  2. additionwere added
  3. washthe organic layer was washed with NaOH-4N and NaHCO3-6%
  4. dry with materialThe product was dried over magnesium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-0da319360bfb4144b40e2559cc71c489
Source dataset
uspto-grants-2003_04
Patent number
US06552215B1

Reaction notes

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