tert-Butyl hydroperoxide → 2-Octanone

HRID 1702011Notes

Reaction equation

HRID 1702011 reaction equation
[C:1]([O:5]O)(C)([CH3:3])[CH3:2].[CH2:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>C1(C)C=CC=CC=1>[CH3:2][C:1](=[O:5])[CH2:3][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH2:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 2

HCID 6410tert-Butyl hydroperoxideHCID 81251-Octene2×

Product 2

HCID 80932-OctanoneHCID 81251-Octene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3 cc of 80% tert-butyl hydroperoxide (23 mmoles), 1 cc of 1-octene (6.5 mmoles), 2 cc of toluene, and 25.4 mg of PPA (0.1 mmole) prepared according to Example 1, are introduced into a heat-insulated glass reactor. An argon atmosphere is applied and stirring is performed at a temperature of 50° C. After 4 hours, it is found that 55% of 1-octene is converted and that 2-octanone is formed with a molar selectivity of 76% with respect to the converted 1-octene.

Workup

  1. additionare introduced into a heat-insulated glass reactor
  2. customis performed at a temperature of 50° C

Sources & evidence

ORD record
ord-41719e05ab364dde83c3977a839d5b34
Source dataset
uspto-grants-1983_04
Patent number
US04379942

Reaction notes

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