Ethyl orthoformate → HCID 44185486, Verbindung

HRID 335524Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 335524
[CH:1]([O:8][CH2:9][CH3:10])([O:5]CC)OCC.[F:11][CH:12]([F:21])[C:13](=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=O>>[CH2:9]([O:8][C:1](=[O:5])/[C:14](=[CH:15]\[O:17][CH2:18][CH3:19])/[C:13](=[O:20])[CH:12]([F:21])[F:11])[CH3:10]

Komponenten

3

Edukt 2

HCID 31214Ethyl orthoformate2×HCID 67697Butanoic acid, 4,4-difluoro-3-oxo-, ethyl ester

Produkt 1

HCID 44185486HCID 44185486, Verbindung

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

Process step c): 778.1 g (5.25 mol) of triethyl orthoformate were charged in a stirred vessel, the pressure within the vessel was slowly reduced to 170 mbar and the triethyl orthoformate was heated to 92° C. 134.3 g (0.35 mol-100% conversion in process steps a) and b) assumed) of ethyl 4,4-difluoroacetoacetate (in the form of a suspension coming from process step b)) were added at 92° C. to 95° C. within 4 hours. Thereafter, the reaction mixture was stirred at 95° C. for further 30 minutes. During the entire reaction time low boiling compounds were continuously removed by distillation under reduced pressure. Afterwards, the triethyl orthoformate was distilled by lowering the pressure accordingly. The resulting concentrated product suspension was cooled down to room temperature and 70.2 g of xylenes were added. The resulting suspension (178 g) comprised 40.0% (w/w) of the desired product (GC analysis, quantification with internal standard). This corresponds to an overall yield over the two synthetic steps of 91.6%, based on ethyl difluoroacetate used.

Aufarbeitung

  1. additionwere added at 92° C. to 95° C. within 4 hours
  2. customDuring the entire reaction time low boiling compounds were continuously removed by distillation under reduced pressure
  3. distillationAfterwards, the triethyl orthoformate was distilled
  4. temperatureThe resulting concentrated product suspension was cooled down to room temperature
  5. addition70.2 g of xylenes were added
  6. customThis corresponds to an overall yield over the two synthetic steps of 91.6%

Quellen und Nachweise

ORD-Eintrag
ord-b14aff9a254d440ab6de1bb3421e2cea
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08884028B2

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