Hydrogen Peroxide → 2-Hexyloxirane

HRID 1736268Notes

Reaction equation

HRID 1736268 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>C1(C)C=CC=CC=1>[CH2:9]1[O:24][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 81251-OcteneHCID 11005Myristic Acid

Product 1

HCID 181262-HexyloxiraneYield 35%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mechanically stirred suspension of immobilized C. antarctica lipase (100 mg, according to example 1) in toluene (13.5 ml), 1-octene (1.5 ml, 9.54 mmol) and myristic acid (0.22 g, 0.95 mmol) was heated to 50° C. To this mixture hydrogen peroxide (0.8 ml, 60% (w/v)) was added in four equal portions after 0, 1.5, 3 and 4.5 hours (14 mmol in all). After 24 hours 35% octene oxide was formed as determined by gas chromatography.

Workup

  1. additionA mechanically stirred suspension of immobilized C

Sources & evidence

ORD record
ord-0d7ad200e6384435ac0088ff40bf0e54
Source dataset
uspto-grants-1996_07
Patent number
US05541092

Reaction notes

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