Sodium Hydroxide → 3-Methoxy-4-(trifluoromethyl)benzaldehyde

HRID 1375018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1375018
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][C:14]=1[C:15]([F:18])([F:17])[F:16])[C:6](N(OC)C)=[O:7].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][C:14]=1[C:15]([F:16])([F:17])[F:18])[CH:6]=[O:7]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 179640593-methoxy-N-methoxy-N-methyl-4-(trifluoromethyl)benzamideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 179641703-Methoxy-4-(trifluoromethyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a stirred solution of 3-methoxy-N-methoxy-N-methyl-4-(trifluoromethyl)benzamide (2.63 g) in dry tetrahydrofuran (26 ml) was added lithium aluminum hydride (380 mg) at −40° C. under nitrogen atmosphere. After 1 hour of stirring at 5° C., 2N sodium hydroxide was added to the mixture. The insoluble materials were removed by filtration through Celite® and washed with ethyl acetate. The filtrate and washing were combined and evaporated under reduced pressure to give crude 3-methoxy-4-(trifluoromethyl)benzaldehyde as a colorless oil.

Aufarbeitung

  1. customThe insoluble materials were removed by filtration through Celite®
  2. washwashed with ethyl acetate
  3. washThe filtrate and washing
  4. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-be450ddaf6e740b3a0d5466153396b8f
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07166598B2

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