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Methanol → Methyl 2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoate

HRID 4753
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 4753
[CH3:1]O.[CH3:3][O:4][C:5]1[CH:10]=[C:9]([C:11]([OH:20])([C:16]([F:19])([F:18])[F:17])[C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:6]=1[CH2:21][CH2:22][C:23]([OH:25])=[O:24].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[CH3:3][O:4][C:5]1[CH:10]=[C:9]([C:11]([OH:20])([C:16]([F:17])([F:18])[F:19])[C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:6]=1[CH2:21][CH2:22][C:23]([O:25][CH3:1])=[O:24]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 140766562-Methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid

Produkt 1

HCID 14076660Methyl 2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 50 ml of methanol in 50 ml toluene are added 7.0 g (0.02 mole) of 2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid and 1 ml of concentrated sulfuric acid. The resulting solution is stirred, heated at reflux for 18 hours, then concentrated to 20 ml at reduced pressure, and extracted with ether. The resulting ether solution is washed with 5% sodium bicarbonate solution and water. The solution is dried with anhydrous magnesium sulfate, filtered and concentrated at reduced pressure to obtain a residual solid which is recrystallized from petroleum ether to give 5.5 g of methyl 2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoate having a melting point of 78°-80°.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 18 hours
  3. concentrationconcentrated to 20 ml at reduced pressure
  4. extractionextracted with ether
  5. washThe resulting ether solution is washed with 5% sodium bicarbonate solution and water
  6. dry with materialThe solution is dried with anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated at reduced pressure
  9. customto obtain a residual solid which
  10. customis recrystallized from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-0960a3e8f0f94a8c9c664b1b2f395258
Quelldatensatz
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04727180

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