Water → HCID 10916440, compound

HRID 1267681Notes

Reaction equation

HRID 1267681 reaction equation
[Na+].[Cl-].[OH2:3].[OH-:4].[K+].[CH2:6]([CH:8]([CH2:12][CH2:13][CH2:14][CH3:15])[C:9](Cl)=[O:10])[CH3:7]>CCCCCCCCCC>[CH2:6]([CH:8]([CH2:12][CH2:13][CH2:14][CH3:15])[C:9]([O:3][O:4][C:13]([O:4][O:3][C:9](=[O:10])[CH:8]([CH2:6][CH3:7])[CH2:12][CH2:13][CH2:14][CH3:15])([CH2:12][CH:8]([CH3:9])[CH3:6])[CH3:14])=[O:10])[CH3:7]

Participants

6

Reactant 4

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

Product 1

HCID 10916440HCID 10916440, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 15600DecaneSolvent

Conditions

Temperature
6.5 °C

Procedure

Into a 200 ml beaker were charged 50 g of 1-hydroperoxy-1,3-dimethyl butyl peroxy-2-ethyl hexanoate (0.06 mole) in n-decane, 10 g of NaCl-25%, and 20 g of demi-water. The pH was adjusted with KOH-45% to 13.5 at a temperature of 8-12° C. Then 9.8 g of 2-ethylhexanoyl chloride were dosed in 20 minutes simultaneously with the lye, with the pH kept at >13.5. The mixture was stirred for another 60 minutes at 5-8° C. After separation of the water layer, the remaining hydroperoxide was reduced with a sulphite reduction. The organic layer was washed with NaHCO3-6%. The product was dried over magnesium sulphate. Yield: 47.4 g of product with an active oxygen content of 3.77% (chemical yield:93%). Ratio mono:bis=1:99.

Workup

  1. customAfter separation of the water layer
  2. washThe organic layer was washed with NaHCO3-6%
  3. dry with materialThe product was dried over magnesium sulphate

Sources & evidence

ORD record
ord-02208db0020e4d23b3c50c8d579fd63f
Source dataset
uspto-grants-2003_04
Patent number
US06552215B1

Reaction notes

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