Diethyl Oxalate → HCID 68631253, Verbindung

HRID 1855471Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1855471
CC(C)([O-])C.[K+].[F:7][C:8]1[CH:9]=[C:10]([C:16](=[O:18])[CH3:17])[CH:11]=[C:12]([F:15])[C:13]=1[F:14].[C:19](OCC)(=[O:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(OCC)C>[O:25]=[C:19]([CH2:17][C:16](=[O:18])[C:10]1[CH:9]=[C:8]([F:7])[C:13]([F:14])=[C:12]([F:15])[CH:11]=1)[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Komponenten

5

Edukt 3

HCID 7268Diethyl OxalateHCID 27769073',4',5'-TrifluoroacetophenoneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 68631253HCID 68631253, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Potassium tert.-butoxide (1.12 g, 10.0 mmol) was added to a solution of 1-(3,4,5-trifluoro-phenyl)-ethanone (1.74 g, 10.0 mmol) and diethyl oxalate (1.49 mL, 11.0 mmol) in diethyl ether (20 mL) cooled to 0° C. The heterogenous mixture was stirred for 15 min at 0° C. followed by 15 h at 20° C. The mixture was partitioned between 3 N hydrochloric acid (20 mL) and diethyl ether (50 mL). The organic layer was washed with brine (20 mL), dried over sodium sulfate and evaporated under reduced pressure and the residual oil was crystallized from diethyl ether/heptane to give the title compound as a white solid.

Aufarbeitung

  1. waitfollowed by 15 h at 20° C
  2. customThe mixture was partitioned between 3 N hydrochloric acid (20 mL) and diethyl ether (50 mL)
  3. washThe organic layer was washed with brine (20 mL)
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customthe residual oil was crystallized from diethyl ether/heptane

Quellen und Nachweise

ORD-Eintrag
ord-316803638d2a4065bcf714925f59f872
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962834B2

Notizen zur Reaktion

Wird geladen…