Potassium Hydroxide → HCID 86748985, compound

HRID 1079026Notes

Reaction equation

HRID 1079026 reaction equation
C([O:3][C:4]([C:6]([CH3:17])([C:12]([O:14]CC)=[O:13])[CH:7]([CH:9]=[CH:10][CH3:11])[CH3:8])=[O:5])C.[OH-].[K+]>C(O)C>[CH3:17][C:6]([C:12]([OH:14])=[O:13])([C:4]([OH:5])=[O:3])[CH:7]([CH:9]=[CH:10][CH3:11])[CH3:8]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86748986HCID 86748986, compound

Product 1

HCID 86748985HCID 86748985, compoundYield 134%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 77.7 g of methyl 2-propenylpropane dicarboxylic acid diethyl ester, 123 g of potassium hydroxide and 625 ml of ethyl alcohol is heated at reflux for 53 hours. The reaction is cooled, concentrated in vacuo and the residue partitioned between water and diethyl ether. The aqueous layer is separated, made acidic with concentrated hydrochloric acid, saturated with solid sodium chloride and extracted with diethyl ether. The combined diethyl ether layers are dried and concentrated in vacuo to give 80 g of methyl 2-propenylpropane dicarboxylic acid as colorless crystals; MP 89°-90° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 53 hours
  3. temperatureThe reaction is cooled
  4. concentrationconcentrated in vacuo
  5. customthe residue partitioned between water and diethyl ether
  6. customThe aqueous layer is separated
  7. extractionextracted with diethyl ether
  8. dry with materialThe combined diethyl ether layers are dried
  9. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7b919ff6b2dd45f884d13ed5fb6bf695
Source dataset
uspto-grants-1996_08
Patent number
US05550257

Reaction notes

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