Dimethylformamide → 2-Chloro-6-methoxy-4-(trifluoromethyl)benzaldehyde

HRID 405244Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 405244
[Li]CCCC.[Cl:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([O:17][CH3:18])[CH:8]=1.CN([CH:22]=[O:23])C>C1COCC1>[Cl:6][C:7]1[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:10]=[C:9]([O:17][CH3:18])[C:8]=1[CH:22]=[O:23]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 38491413-Chloro-5-(trifluoromethyl)anisoleHCID 178418339Butyllithium

Produkt 1

HCID 840702922-Chloro-6-methoxy-4-(trifluoromethyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A 2M BuLi solution (2.07 mL, 4.3 mmol) was added to a −78° C. THF solution (20 mL) of 1-chloro-3-methoxy-5-(trifluoromethyl)benzene (870 mg, 4.1 mmol). After 45 min neat DMF (0.39 mL, 5.0 mmol) was added, and the resulting solution was allowed to warm to 0° C. gradually, quenched with NH4Cl solution, and extracted with diethyl ether. The combined extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Aufarbeitung

  1. customquenched with NH4Cl solution
  2. extractionextracted with diethyl ether
  3. dry with materialThe combined extracts were dried (Na2SO4)
  4. concentrationconcentrated
  5. custompurified via column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4e10055de67045dc872e28b49a26438e
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748624B2

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