Trifluoroacetic acid → 5-(4-Fluorophenyl)-1-methyl-1H-pyrazole-3-carboxaldehyde

HRID 271298Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 271298
C[O:2][CH:3](OC)[C:4]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[N:6]([CH3:16])[N:5]=1.FC(F)(F)C(O)=O>O>[F:15][C:12]1[CH:11]=[CH:10][C:9]([C:7]2[N:6]([CH3:16])[N:5]=[C:4]([CH:3]=[O:2])[CH:8]=2)=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 586948315-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-carboxaldehyde dimethyl acetal

Produkt 1

HCID 288086345-(4-Fluorophenyl)-1-methyl-1H-pyrazole-3-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The compound from Step 1 (9 g) was treated with trifluoroacetic acid (30 mL) and water (30 mL). The trifluoacetic acid was removed in vacuo and the reaction mixture partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with saturated sodium bicarbonate (×2), brine and dried over MgSO4. The solvent was removed in vacuo to give a yellow oil which was crystallised from ethyl acetate/hexanes to give the title compound. 4.6 g 1H NMR (360, CDCl3) δ 9.97 (s, 1H), 7.38 (m, 2H), 7.20 (m, 2H), 6.80 (s, 1H), 3.95 (s, 3H).

Aufarbeitung

  1. customThe trifluoacetic acid was removed in vacuo
  2. customthe reaction mixture partitioned between ethyl acetate and saturated sodium bicarbonate
  3. washThe organic layer was washed with saturated sodium bicarbonate (×2), brine
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed in vacuo
  6. customto give a yellow oil which
  7. customwas crystallised from ethyl acetate/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-787cd75cd0f34556a74a0182bef58d23
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452899B2

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