Potassium Hydroxide → Pinane peroxyneodecanoate

HRID 2072744

Reaction equation

HRID 2072744 reaction equation
[OH-:1].[K+].[O-:3]O.[CH:5]12[CH2:13][CH:9]([C:10]1([CH3:12])[CH3:11])[CH2:8][CH2:7][CH:6]2[CH3:14].[C:15](Cl)(=[O:25])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22]>O>[C:15]([O:25][OH:3])(=[O:1])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22].[CH:5]12[CH2:13][CH:9]([C:10]1([CH3:12])[CH3:11])[CH2:8][CH2:7][CH:6]2[CH3:14]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 94502Neodecanoyl chlorideHCID 71438240Pinanehydroperoxide

Product 1

HCID 86743833Pinane peroxyneodecanoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

One liter capacity four-necked flask equipped with an agitator is charged with 216.4 g of a 35% KOH aqueous solution, and added under agitation with 289.7 g of 52.9% pinane hydroperoxide, while retaining the solution temperature at 20° C. Further 143.1 g of neodecanoic acid chloride is added dropwise over 10 min., while agitating and retaining the solution temperature at 20° C. After agitation of 1 hr., 170 g of cold water is added to the solution, and additional agitation is effected for 5 min. Then, the solution is left still for phase separation. Water phase is removed by separation to leave an oily phase. The oily phase is washed with 300 g of 5% NaOH aqueous solution, subsequently three times with water, and dried over anhydrous magnesium sulfate. Thus, 325.2 g of pinane peroxyneodecanoate solution of a purity of 54.5% is obtained. Yield is 72.8 mol%.

Workup

  1. customOne liter capacity four-necked flask equipped with an agitator
  2. customat 20° C
  3. customat 20° C
  4. customAfter agitation of 1 hr
  5. waitThen, the solution is left still for phase separation
  6. customWater phase is removed by separation
  7. customto leave an oily phase
  8. washThe oily phase is washed with 300 g of 5% NaOH aqueous solution, subsequently three times with water
  9. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-3ab1acaf3f304747bd543d698b7fc182
Source dataset
uspto-grants-1990_04
Patent number
US04914169

Linked notes

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