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Ethanol → 2-(4-Methyl-phenoxy)-5-methyl-phenylacetic acid

HRID 437805
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 437805
[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=2[CH2:14][C:15]#N)=[CH:4][CH:3]=1.C(O)C.[OH-:22].[K+].[OH2:24]>>[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=2[CH2:14][C:15]([OH:24])=[O:22])=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 543008532-(4-Methyl-phenoxy)-5-methyl-phenylacetonitrile

Produkt 1

HCID 545247752-(4-Methyl-phenoxy)-5-methyl-phenylacetic acid

Versuchsvorschrift

A solution of 95 g. of crude 2-(4-methyl-phenoxy)-5-methyl-phenylacetonitrile in 500 ml. of ethanol is treated with a solution of 67 g. of potassium hydroxide in 120 ml. of water and heated to reflux for 5 hours. Then, the ethanol is evaporated in vacuo and the residue diluted with 500 ml. of water. The resulting mixture is extracted twice with ether. The ethereal extracts are extracted twice with sodium bicarbonate solution. The combined aqueous solutions are acidified and extracted three times with ether. The ethereal extracts are washed with saturated sodium chloride solution, dried over sodium sulfate and evaporated in vacuo, and there is obtained 2-(4-methyl-phenoxy)-5-methyl-phenylacetic acid which, after recrystallization from methanol/water, melts at 101°-104° C.

Aufarbeitung

  1. temperatureto reflux for 5 hours
  2. customThen, the ethanol is evaporated in vacuo
  3. additionthe residue diluted with 500 ml
  4. extractionThe resulting mixture is extracted twice with ether
  5. extractionThe ethereal extracts are extracted twice with sodium bicarbonate solution
  6. extractionextracted three times with ether
  7. washThe ethereal extracts are washed with saturated sodium chloride solution
  8. dry with materialdried over sodium sulfate
  9. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8a17666e264d4b59a99ef6c844b448ed
Quelldatensatz
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04032525

Notizen zur Reaktion

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