Ethanol → 3-(Ethoxycarbonyl)benzoic acid

HRID 371609Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 371609
[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

Komponenten

5

Edukt 3

HCID 702EthanolHCID 12491Diethyl isophthalateHCID 14797Potassium Hydroxide

Produkt 1

HCID 8167713-(Ethoxycarbonyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-d5a50fb553ec478ab321549326c6685c
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04087409

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