Potassium Hydroxide → HCID 86748985, compound

HRID 1683384Notes

Reaction equation

HRID 1683384 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-fa62a6f43d934da7ab5039905778a070
Source dataset
uspto-grants-1997_06
Patent number
US05637731

Reaction notes

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