Trifluoroacetic acid → {5-[3,5-bis(Trifluoromethyl)phenyl]-3-isoxazolyl}methanol

HRID 913718Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 913718
O1CCCCC1[O:7][CH2:8][C:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[C:16]([C:24]([F:27])([F:26])[F:25])[CH:15]=2)[O:11][N:10]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:27][C:24]([F:25])([F:26])[C:16]1[CH:15]=[C:14]([C:12]2[O:11][N:10]=[C:9]([CH2:8][OH:7])[CH:13]=2)[CH:19]=[C:18]([C:20]([F:21])([F:22])[F:23])[CH:17]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 578004293-[(tetrahydro-2H-pyran-2-yloxy)methyl]-5-[3,5-bis(trifluoromethyl)phenyl]isoxazole

Produkt 1

HCID 57800356{5-[3,5-bis(Trifluoromethyl)phenyl]-3-isoxazolyl}methanolAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-5-[3,5-bis(trifluoromethyl)phenyl]isoxazole (Example 323A) (0.590 g, 1.49 mmol) in DCM (15 mL) was added TFA (1.5 mL). The reaction is stirred at rt overnight. Solvent and excess TFA were removed in vacuo. The residue was purified by radial chromatography (0-60% EtOAc-hexanes gradient) to afford the title compound (0.320 g, 69% yield): MS (ES) m/z 312 (M+1).

Aufarbeitung

  1. customSolvent and excess TFA were removed in vacuo
  2. customThe residue was purified by radial chromatography (0-60% EtOAc-hexanes gradient)

Quellen und Nachweise

ORD-Eintrag
ord-51353541635e40f7a7d136a5d334c051
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026262B2

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