Potassium Hydroxide → 2-Benzyl-malonic acid monoethyl ester

HRID 1033902Notes

Reaction equation

HRID 1033902 reaction equation
[CH2:1]([CH:8]([C:14]([O:16]CC)=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>C(O)C>[C:14]([CH:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 69090Diethyl 2-benzylpropanedioate

Product 1

HCID 28848672-Benzyl-malonic acid monoethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-carboxy-3-phenylpropionate is prepared by stirring a solution of diethyl 2-benzylmalonate and potassium hydroxide in ethanol under argon at room temperature for 12 days and then purifying by removing the solvent under vacuum, dissolving the reside in water, washing the aqueous layer with aqueous hydrochloric acid and with ether.

Workup

  1. custompurifying
  2. customby removing the solvent under vacuum
  3. dissolutiondissolving the reside in water
  4. washwashing the aqueous layer with aqueous hydrochloric acid

Sources & evidence

ORD record
ord-d18237f1322144cb89072d2d2183501f
Source dataset
uspto-grants-1994_05
Patent number
US05312828

Reaction notes

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