Sodium Hydroxide → 2-Butyloctanoic acid

HRID 1525627Notes

Reaction equation

HRID 1525627 reaction equation
[CH2:1]([C:5](CCCC)([C:14]([OH:16])=[O:15])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>>[CH2:1]([CH:5]([C:14]([OH:16])=[O:15])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 23166994HCID 23166994, compound2×

Product 1

HCID 64522882-Butyloctanoic acid

Procedure

The above chiral salt, an organic solvent, an alkaline aqueous medium, and dibutyl 1,6-dicarboxy-hexane are mixed in a vessel. 1.0 equivalents (based upon the moles and equivalents of dibutyl 1,6-dicarboxy-hexane) of alkalizing agent, such as sodium hydroxide, is added, optionally with heating. The hydrolysis is allowed to proceed to completion. The mono-esterified butyl 1,6-dicarboxy-hexane is contained within the aqueous phase. The phases are separated. The aqueous phase is acidified with dilute acid to pH 4.5 with cooling. The butyl 1,6-dicarboxy-hexane is isolated by filtration or extraction with diethyl ether.

Workup

  1. temperatureoptionally with heating
  2. customThe phases are separated
  3. additionwith dilute acid to pH 4.5
  4. temperaturewith cooling

Sources & evidence

ORD record
ord-c90fac2c5380448eb09d6b87dd63e126
Source dataset
uspto-grants-2015_07
Patent number
US09085525B2

Reaction notes

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