Triethyl orthoacetate → HCID 178467957, Verbindung

HRID 46561

Reaktionsgleichung

Reaktionsgleichung von HRID 46561
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[F:13])[C:5]([CH2:7][C:8]#[N:9])=[O:6].[C:14](OCC)(OCC)([O:16]CC)[CH3:15].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>O>[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[F:13])[C:5](/[C:7](=[C:14](/[OH:16])\[CH3:15])/[C:8]#[N:9])=[O:6]

Komponenten

5

Edukt 3

HCID 66221Triethyl orthoacetateHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 27582543,4-Difluorobenzoylacetonitrile

Produkt 1

HCID 178467957HCID 178467957, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 10.2 g. of 3,4-difluorobenzoylacetonitrile, 9.2 g. of triethyl orthoacetate and 20 ml. of acetic anhyride is heated on a steam bath for 0.5 hour and then poured into 200 ml. of water which is then heated on the steam bath for 2 hours. On cooling, the solid is filtered and then dissolved in methylene chloride. This solution is extracted with two portions of aqueous sodium bicarbonate and the aqueous extracts are combined and acidified with concentrated hydrochloric acid. The precipitate is extracted into methylene chloride, passed through a pad of Magnesol®, heated and diluted with hexane. Upon cooling, colorless crystals result, yielding the title compound, m.p. 51°-54° C.

Aufarbeitung

  1. additionpoured into 200 ml
  2. temperatureOn cooling
  3. filtrationthe solid is filtered
  4. dissolutiondissolved in methylene chloride
  5. extractionThis solution is extracted with two portions of aqueous sodium bicarbonate
  6. extractionThe precipitate is extracted into methylene chloride
  7. temperatureheated
  8. additiondiluted with hexane
  9. temperatureUpon cooling
  10. customcolorless crystals result

Quellen und Nachweise

ORD-Eintrag
ord-9758583a2e034c5e851606c75fa8cd98
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04173650

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