Hydrochloric Acid → 1-(2,4-Dimethyl-5-oxazolyl)-1-(3-furyl)-2,2,2-trifluoroethanol

HRID 2830

Reaktionsgleichung

Reaktionsgleichung von HRID 2830
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[O:19]1[CH:23]=[CH:22][C:21]([C:24]([C:26]2[O:30][C:29]([CH3:31])=[N:28][C:27]=2[CH3:32])=[O:25])=[CH:20]1.[F:33][C:34]([Si](C)(C)C)([F:36])[F:35].Cl.C(=O)([O-])O.[Na+]>O1CCCC1>[CH3:31][C:29]1[O:30][C:26]([C:24]([C:21]2[CH:22]=[CH:23][O:19][CH:20]=2)([OH:25])[C:34]([F:36])([F:35])[F:33])=[C:27]([CH3:32])[N:28]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium FluorideHCID 537121082,4-Dimethyl-5-oxazolyl 3-furyl ketone

Produkt 1

HCID 189363371-(2,4-Dimethyl-5-oxazolyl)-1-(3-furyl)-2,2,2-trifluoroethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Tetrabutylammonium fluoride (250 mg) was added to a stirred solution of 2,4-dimethyl-5-oxazolyl 3-furyl ketone (1.7 g) and (trifluoromethyl) trimethylsilane (1.9 g) in dry tetrahydrofuran (30 ml) at -10° C. The mixture was allowed to warm to room temperature. After 45 minutes 6M hydrochloric acid (30 ml) was added. After 1 hour the mixture was basified by the addition of saturated aqueous sodium hydrogen carbonate and then extracted with dichloromethane. The material thus obtained was purified by flash chromatography and recrystallisation from diethyl ether.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. customThe material thus obtained
  3. customwas purified by flash chromatography and recrystallisation from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-9e8f852e5b4a473880332d65fd05ff5a
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731335

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