Hydrogen Peroxide → 2-Hexyloxirane

HRID 1736269Notes

Reaction equation

HRID 1736269 reaction equation
C=CCCCCCC.[C:9]([OH:24])(=O)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]CCCCCC.OO>>[CH2:9]1[O:24][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 81251-OcteneHCID 11005Myristic Acid

Product 1

HCID 181262-HexyloxiraneYield 51%

Procedure

To a mechanically stirred suspension (50° C.) of immobilized C. antarctica lipase (1 g, according to example 1) in 1-octene (15 ml, ca. 95.4 mmol) containing myristic acid (4.356 g, 19.1 mmol) was hydrogen peroxide (8 ml 60% (w/v)) added in four equal portions after 0, 1.5, 3 and 4.5 hours (140 mmol in all). After 6 hours 51% octene oxide was formed as determined by gas chromatography.

Workup

  1. customTo a mechanically stirred suspension (50° C.) of immobilized C
  2. additionadded in four equal portions after 0, 1.5, 3 and 4.5 hours (140 mmol in all)

Sources & evidence

ORD record
ord-da8e5d594ed54f2fa224e07b823f2ad4
Source dataset
uspto-grants-1996_07
Patent number
US05541092

Reaction notes

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