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

HRID 405256

Reaktionsgleichung

Reaktionsgleichung von HRID 405256
[Li+].CC([N-]C(C)C)C.[Cl:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([O:20][CH2:21][O:22][CH3:23])[CH:11]=1.CN([CH:27]=[O:28])C>C1COCC1>[Cl:9][C:10]1[CH:15]=[C:14]([C:16]([F:18])([F:19])[F:17])[CH:13]=[C:12]([O:20][CH2:21][O:22][CH3:23])[C:11]=1[CH:27]=[O:28]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 2724682Lithium diisopropylamideHCID 866742861-Chloro-3-(methoxymethoxy)-5-(trifluoromethyl)benzene

Produkt 1

HCID 866742872-Chloro-6-(methoxymethoxy)-4-(trifluoromethyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A 1.6M LDA solution (12.6 mL, 20.1 mmol) was added to a −78° C. THF solution (50 mL) of 1-chloro-3-(methoxymethoxy)-5-(trifluoromethyl)benzene (from above). After 30 min neat DMF (3.9 mL, 50.0 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-18cdfcacb0de4a1bac2fe48d611cf668
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748624B2

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