1-Octanol → HCID 11458528, compound

HRID 1482759Notes

Reaction equation

HRID 1482759 reaction equation
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C(OOC(C)(C)C)(C)(C)C>>[CH:10]1([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 3

HCID 9571-OctanolHCID 8033Di-tert-butyl peroxideHCID 8078Cyclohexane

Product 1

HCID 11458528HCID 11458528, compoundYield 42%

Conditions

Temperature
90 °C

Procedure

Into a pressure vessel 1-octanol (160 μL, 1 mmol, 1 eq) was added and diluted with cyclohexane (1.080 mL, 10 mmol, 10 eq). To this stirring solution was added 1 mol % of a stock solution of {[Cl2NN]Cu}2(benzene) from the catalyst stock solution described in Example 4 (200 μL=0.01 mmol). After adding of tert-butyl peroxide (220 μL, 1.2 mmol), the pressure vessel was sealed and heated to 90° C. for 24 hr. The catalyst was separated by exposing the mixture to air and filtering through Celite®. After removing cyclohexane under vacuum, the residue was analyzed by 1H NMR and GC/MS to determine the yield and consumption of starting materials. 1H NMR Yield: 42%.

Workup

  1. customthe pressure vessel was sealed
  2. customThe catalyst was separated
  3. filtrationfiltering through Celite®
  4. customAfter removing cyclohexane under vacuum
  5. customyield
  6. customconsumption of starting materials

Sources & evidence

ORD record
ord-f462ea3b47564986addfe5aca4959ebe
Source dataset
uspto-grants-2016_08
Patent number
US09416080B2

Reaction notes

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