p-Toluenesulfonic acid → 1-Dimethoxymethyl-2-fluoro-4-trifluoromethyl-benzene

HRID 456554

Reaktionsgleichung

Reaktionsgleichung von HRID 456554
[F:1][C:2]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:3]=1C=O.[CH:14](OC)([O:17][CH3:18])[O:15][CH3:16].C1(C)C=CC(S(O)(=O)=O)=CC=1.C([O-])([O-])=O.[Na+].[Na+]>>[CH3:16][O:15][CH:14]([O:17][CH3:18])[C:3]1[CH:6]=[CH:7][C:8]([C:10]([F:13])([F:12])[F:11])=[CH:9][C:2]=1[F:1]

Komponenten

5

Edukt 4

HCID 6101p-Toluenesulfonic acidHCID 9005Trimethyl orthoformateHCID 10340Sodium CarbonateHCID 5229292-Fluoro-4-(trifluoromethyl)benzaldehyde

Produkt 1

HCID 231124321-Dimethoxymethyl-2-fluoro-4-trifluoromethyl-benzeneAusbeute 98 %

Versuchsvorschrift

A solution of 2-fluoro-4-trifluoromethylbenzaldehyde (10.0 g, 52.0 mmol), trimethyl orthoformate (55.0 g, 520 mmol) and a catalytic amount of p-toluene sulfonic acid (5 mol %) was stirred at room temperature for 24 hours. The resulting solution was saturated with the addition of solid Na2CO3 and stirred for 15 minutes. The mixture was then filtered and the solution was evaporated. The residue was diluted with ether and evaporated yielding 12.1 g (98%) of the desired product as an oil.

Aufarbeitung

  1. filtrationThe mixture was then filtered
  2. customthe solution was evaporated
  3. additionThe residue was diluted with ether
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-498c52f8ffc045d89e1e78af52efdcf6
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186724B2

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