Dimethyl Sulfate → Methyl 3-methoxy-2-(alpha,alpha,alpha-trifluoro-m-tolyl)-acrylate

HRID 1109602Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1109602
[OH:1][CH:2]=[C:3]([C:8]1[CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:12][CH:13]=1)[C:4]([O:6][CH3:7])=[O:5].S(OC)(O[CH3:22])(=O)=O>[OH-].[Na+].O>[CH3:22][O:1][CH:2]=[C:3]([C:8]1[CH:9]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:11]=[CH:12][CH:13]=1)[C:4]([O:6][CH3:7])=[O:5]

Komponenten

5

Edukt 2

HCID 6497Dimethyl Sulfate2×HCID 67828062Methyl 3-hydroxy-2-(alpha,alpha,alpha-trifluoro-m-tolyl)acrylate

Produkt 1

HCID 53807060Methyl 3-methoxy-2-(alpha,alpha,alpha-trifluoro-m-tolyl)-acrylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel2×

Versuchsvorschrift

ba) 26 g of methyl 3-hydroxy-2-(α,α,α-trifluoro-m-tolyl)acrylate were dissolved in 1N sodium hydroxide solution while cooling in an ice-bath and treated with 10.6 ml of dimethyl sulfate. The mixture was stirred at about 0° for about 40 hours and an additional 40 ml of 1N sodium hydroxide solution and 3.8 ml of dimethyl sulfate were added. After the reaction was completed, the mixture was diluted with water and extracted with methylene chloride. After drying with sodium sulfate, the extract was distilled, whereby methyl 3-methoxy-2-(α,α,α-trifluoro-m-tolyl)-acrylate was obtained as a colorless oil of b.p. 75°-90°/0.2 mm.

Aufarbeitung

  1. temperaturewhile cooling in an ice-bath
  2. extractionextracted with methylene chloride
  3. dry with materialAfter drying with sodium sulfate
  4. distillationthe extract was distilled

Quellen und Nachweise

ORD-Eintrag
ord-e3ca86c6b5984c1ca3f807b0eb24ee23
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05321021

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