Ethyl chloroacetate → Ethyl ethoxyacetate

HRID 582806

Reaktionsgleichung

Reaktionsgleichung von HRID 582806
Cl[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[O-:8][CH2:9][CH3:10].[Na+]>C(O)C>[CH2:9]([O:8][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH3:10]

Komponenten

4

Edukt 2

HCID 7751Ethyl chloroacetateHCID 2723922Sodium ethoxide

Produkt 1

HCID 69955Ethyl ethoxyacetateAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of ethyl chloracetate (100 g, 99% pure, 0.81 mol) in ethanol is treated with ethanolic sodium ethoxide (282.9 g, 20.6% solution, 0.86 mole NaOC2H5) over a 1 hr period at 20° C.-30° C., heated at 40° C.-45° C. for 0.5 hr, cooled to room temperature, treated with diatomaceous earth, stirred for 0.25 hr and filtered. The filtercake is washed with ethanol. The combined filtrates are distilled to obtain the title product as a colorless liquid 75.78 g, 98.8% pure (71% yield), bp 87° C.-88° C./59 mmHg, identified by 13CNMR, 1HNMR and mass spectral analyses.

Aufarbeitung

  1. temperatureheated at 40° C.-45° C. for 0.5 hr
  2. additiontreated with diatomaceous earth
  3. filtrationfiltered
  4. washThe filtercake is washed with ethanol
  5. distillationThe combined filtrates are distilled

Quellen und Nachweise

ORD-Eintrag
ord-bf0c80d3ebdd46919339dbf745980f16
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05925764

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