Ethyl 2-oxocyclohexanecarboxylate → 2-Oxocyclohexanecarboxylic acid

HRID 877506Notes

Reaction equation

HRID 877506 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([O:10]CC)=[O:9]>O.[OH-].[Na+]>[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([OH:10])=[O:9]

Participants

4

Reactant 1

HCID 95543Ethyl 2-oxocyclohexanecarboxylate

Product 1

HCID 99421712-Oxocyclohexanecarboxylic acidYield 90.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

To ethyl 2-oxocyclohexanecarboxylate (3 g, 19.2 mmol) in H2O (10 mL), 5N NaOH (4.5 mL) was added. The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was washed with EtOAc (3×20 mL), the aqueous layer was cooled to 0° C., acidified with conc. HCl (5 mL) (pH-2) to give the crude acid (2.46 g) which was used in the next step without purification.

Workup

  1. washThe reaction mixture was washed with EtOAc (3×20 mL)
  2. temperaturethe aqueous layer was cooled to 0° C.

Sources & evidence

ORD record
ord-04f551ff281c484395e14737dc14c30a
Source dataset
uspto-grants-2015_03
Patent number
US08987319B2

Reaction notes

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