Ethanol → 18189-42-9

HRID 371609Notes

Reaction equation

HRID 371609 reaction equation
[C:1]([O:14]CC)(=[O:13])[C:2]1[CH:12]=[CH:11][CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]=1.C(O)C.[OH-].[K+]>O>[C:5]([O:7][CH2:8][CH3:9])(=[O:6])[C:4]1[CH:10]=[CH:11][CH:12]=[C:2]([C:1]([OH:14])=[O:13])[CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 124911,3-Benzenedicarboxylic acid, diethyl esterHCID 14797Potassium Hydroxide

Product 1

HCID 81677118189-42-9

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 55 g. of this diethyl isophthalate in 140 ml. of ethanol was saponified by the addition of 15 g. of potassium hydroxide in 15 ml. of water. The resulting gel was refluxed 30 minutes, cooled and extracted with ether to remove unreacted diester. The water layer was acidified and the crude acid product precipitated. Ethyl hydrogen isophthalate having a melting point of 131° to 132° C. was obtained in a 16.5 g. yield after recrystallization from benzene.

Workup

  1. temperatureThe resulting gel was refluxed 30 minutes
  2. temperaturecooled
  3. extractionextracted with ether
  4. customto remove unreacted diester
  5. customthe crude acid product precipitated

Sources & evidence

ORD record
ord-d5a50fb553ec478ab321549326c6685c
Source dataset
uspto-grants-1978_05
Patent number
US04087409

Reaction notes

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