Sodium Hydroxide → (E)-2-Nonenoic Acid

HRID 260831Notes

Reaction equation

HRID 260831 reaction equation
[C:1]([O:11]CC)(=[O:10])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[OH-].[Na+]>C(O)C.O1CCOCC1>[C:1]([OH:11])(=[O:10])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 5364389Ethyl (2E)-2-nonenoate

Product 1

HCID 5312586(E)-2-Nonenoic Acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of (E)-ethyl 2-nonenoate in ethanol and 1,4-dioxane was added a 1N aqueous solution of sodium hydroxide. After being stirred at room temperature for 3 hours, the reaction mixture was concentrated and acidified with diluted hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate and concentrated to give the object compound.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give the object compound

Sources & evidence

ORD record
ord-7334bc7dfbd84557831d4c85cb754e58
Source dataset
uspto-grants-1996_06
Patent number
US05530019

Reaction notes

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