Sodium Hydroxide → HCID 12729173, compound

HRID 2114176Notes

Reaction equation

HRID 2114176 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]([C:19]([O:21][CH2:22][CH3:23])=[O:20])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:6][CH2:7][C:8]([O:10]CC)=[O:9])[CH3:2].[OH-].[Na+]>C1COCC1.CCO>[CH2:1]([O:3][C:4](=[O:24])[C:5]([C:19]([O:21][CH2:22][CH3:23])=[O:20])([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH2:6][CH2:7][C:8]([OH:10])=[O:9])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12363573HCID 12363573, compound

Product 1

HCID 12729173HCID 12729173, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-Ethoxycarbonyl-2-phenylpentanedioic acid diethyl ester (670 mg) was dissolved in THF (2 mL) and EtOH (2 mL), and thereto was added 1N sodium hydroxide (2 mL). The solution was stirred at room temperature for 1 hour and concentrated. The residue was acidified with 2N hydrochloric acid and extracted with ethyl acetate. The extract was washed with water and concentrated to give 2-ethoxycarbonyl-2-phenylpentanedioic acid 1-ethyl ester (517 mg).

Workup

  1. concentrationconcentrated
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-89aef64604e64363b8d7c66fb4d2924f
Source dataset
uspto-grants-2008_10
Patent number
US07432392B2

Reaction notes

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