Potassium Hydroxide → 3-Octyl-tridecanoic acid

HRID 749293Notes

Reaction equation

[OH-].[K+].[CH2:3]([CH:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:12][C:13]([O:15]C)=[O:14])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>>[CH2:3]([CH:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:12][C:13]([OH:15])=[O:14])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 23148762Methyl 3-octyl-tridecanoate

Product 1

HCID 204525963-Octyl-tridecanoic acidYield 89.1%

Conditions

Temperature: 80 °C

Procedure

[Synthesis Method]30 ml of an aqueous solution containing 1.7 g (43.5 mmol) of potassium hydroxide was added to 5.0 g (14.7 mmol) of methyl 3-octyl-tridecanoate under nitrogen atmosphere and heated at 80° C. for five hours. After acidifying the reaction solution with diluted hydrochloric acid, extraction was conducted using ether to obtain 4.2 g (13.1 mmol) of 3-octyl-tridecanoic acid as a colorless oil.

Workup

extractionwith diluted hydrochloric acid, extraction

Sources & evidence

ORD record: ord-22c5560c2607463a99675341ddd14fb6
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07402610B2

Reaction notes

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