Hydrochloric Acid → 2,2,2-Trifluoro-1-[2-(trifluoromethyl)phenyl]ethan-1-ol

HRID 559074

Reaktionsgleichung

Reaktionsgleichung von HRID 559074
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:19][C:20]([F:30])([F:29])[C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=[O:24].[F:31][C:32]([Si](C)(C)C)([F:34])[F:33].Cl>C1COCC1>[F:19][C:20]([F:29])([F:30])[C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]([OH:24])[C:32]([F:34])([F:33])[F:31]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

Produkt 1

HCID 616449932,2,2-Trifluoro-1-[2-(trifluoromethyl)phenyl]ethan-1-olAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Tetrabutylammonium fluoride (0.1 ml; 1.0 M solution in tetrahydrofuran) was added to a solution of 2-trifluoromethyl-benzaldehyde (1.74 g, 10 mmol) and trifluoromethyltrimethylsilane (TMSCF3) (1.8 ml, 12 mmol) in 10 ml THF at 0° C. The formed mixture was warmed up to room temperature and stirred for 4 hours. The reaction mixture was then treated with 12 ml of 1N HCl and stirred overnight. The product was extracted with ethyl acetate (3×20 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 2.2 g of 1-(2-trifluoromethylphenyl)-2,2,2-trifluoro-ethanol, yield 90%.

Aufarbeitung

  1. stirringstirred overnight
  2. extractionThe product was extracted with ethyl acetate (3×20 ml)
  3. customThe organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. customThe organic solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-3ae564d7f1df44339e2ed4fe0c13cf29
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063057B2

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