Hydrochloric Acid → HCID 19705275, Verbindung

HRID 727172

Reaktionsgleichung

Reaktionsgleichung von HRID 727172
[Mg].[F:2][C:3]1([F:16])[C:7]([F:9])([F:8])[C:6]2[CH:10]=[CH:11][CH:12]=[C:13]([Mg]Cl)[C:5]=2[O:4]1.C[CH:18](OC(C)=O)[O:19]C(C)=O.Cl.CCCCCCCC>C1(C)C=CC=CC=1>[F:2][C:3]1([F:16])[C:7]([F:9])([F:8])[C:6]2[CH:10]=[CH:11][CH:12]=[C:13]([CH2:18][OH:19])[C:5]=2[O:4]1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 356OctaneHCID 2225361,1-Ethanediol, 1,1-diacetateHCID 5462224MagnesiumHCID 178506009HCID 178506009, Verbindung

Produkt 1

HCID 19705275HCID 19705275, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere, the reaction mixture from above is decanted into a clean, dry reaction vessel, leaving the unreacted magnesium turnings in the first vessel. This solution containing 2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran-7-ylmagnesium chloride is heated at reflux, and 16.5 grams (0.55 mole based on formaldehyde) of polyoxymethylene diacetate (avg. mol. wgt. approx. 50,000, commercially available from E. I. du Pont De Nemours & Co., Inc. Wilmington Del., under the trade name Delrin 500 acetal homopolymer resin), milled to about 80 mesh, is added with stirring during about a three hour period. Upon completion of addition, the reaction mixture is heated at reflux for an additional four hours and then is allowed to cool to ambient temperature as it stood for about 18 hours. The reaction mixture is warmed to about 53° C. and then is poured into 100 grams of ice, 52 grams of concentrated hydrochloric acid, and 200 grams of a mixture of 95% n-octane and 5% toluene (wt/wt). This mixture is filtered, and the organic layer is separated. The organic layer is concentrated under reduced pressure, yielding 2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran-7-ylmethanol.

Aufarbeitung

  1. customUnder a nitrogen atmosphere, the reaction mixture from above is decanted into a clean,
  2. customdry
  3. customreaction vessel
  4. temperatureis heated
  5. temperatureat reflux
  6. additionis added
  7. additionUpon completion of addition
  8. temperaturethe reaction mixture is heated
  9. temperatureat reflux for an additional four hours
  10. waitstood for about 18 hours
  11. temperatureThe reaction mixture is warmed to about 53° C.
  12. filtrationThis mixture is filtered
  13. customthe organic layer is separated
  14. concentrationThe organic layer is concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-eb8dc086490948328eef38c2e3e2bf3b
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05712281

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