Gamma-undecalactone → Sodium 4-hydroxyundecanoate

HRID 841151Notes

Reaction equation

HRID 841151 reaction equation
[OH-:1].[Na+:2].[CH3:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[O:15][C:13](=[O:14])[CH2:12][CH2:11]1>CO>[Na+:2].[OH:15][CH:10]([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH3:3])[CH2:11][CH2:12][C:13]([O-:14])=[O:1]

Participants

4

Reactant 2

HCID 7714Gamma-undecalactoneHCID 14798Sodium Hydroxide

Product 1

HCID 23710311Sodium 4-hydroxyundecanoateYield 98.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 43.6 g sodium hydroxide in 150 ml of methanol heated to reflux, 200 g gamma-undecalactone were dropped in. After stirring 2 hours at reflux, the mixture was cooled to room temperature and evaporated to dryness. The resulting crystals were washed with hexane to yield 240 g white crystals.

Workup

  1. temperatureto reflux
  2. temperatureat reflux
  3. customevaporated to dryness
  4. washThe resulting crystals were washed with hexane

Sources & evidence

ORD record
ord-8b7e64279c8f4644896391501f3eeae2
Source dataset
uspto-grants-2002_04
Patent number
US06369248B1

Reaction notes

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