1-Octanol → Dicaprylyl Ether

HRID 1189708

Reaction equation

HRID 1189708 reaction equation
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]>C1(C)C=CC=CC=1>[CH2:1]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 1

HCID 9571-Octanol

Product 1

HCID 12399Dicaprylyl EtherYield 3.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Control Reaction using NAFION 117: From the combination of 0.5 mL 1-octanol (3.17 mmol) and 0.314 g NAFION 117 (0.28 meq (0.89 meq/g)) in 3.0 mL toluene (1.1 M) as solvent was obtained 12.4 mg n-octyl ether (3% isolated yield) upon purification of the crude product (GC ratio of 90:10 (octanol:octyl ether)) by bulb-to-bulb distillation (bp 130° C./3 mm Hg (air bath temp)).

Workup

  1. customControl Reaction

Sources & evidence

ORD record
ord-e3f652e5f40548f1aaeb174faceb0b9c
Source dataset
uspto-grants-2014_03
Patent number
US08674135B2

Linked notes

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