Toluene → Methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoate

HRID 460427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 460427
[F:1][C:2]([F:21])([F:20])[CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8].S(Cl)(Cl)=O.[C:26]1(C)C=CC=CC=1>CO>[F:1][C:2]([F:20])([F:21])[CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:10][C:6]=1[C:7]([O:9][CH3:26])=[O:8]

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 27360782,5-bis(2,2,2-trifluoroethoxy)benzoic Acid

Produkt 1

HCID 2727094Methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoateAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid (20 g) and thionyl chloride (15.0 g) in methanol (100 ml) was stirred at 80° C. for 2 hours. The solvents were evaporated under vacuum to give an oil residue. Toluene (100 ml) was added to the residue and the solution was washed with saturated NaHCO3 (30 ml) solution followed by water (3×30 ml). The organic layer was concentrated under reduced pressure to give the product as a white solid (20.5 g, yield 98.0%).

Aufarbeitung

  1. customThe solvents were evaporated under vacuum
  2. customto give an oil residue
  3. washthe solution was washed with saturated NaHCO3 (30 ml) solution
  4. concentrationThe organic layer was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8a2a5e9993e74072941f4e4b4d260e81
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196197B2

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