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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 509180Erstellt: 26. Oktober 2026

Triethylamine → 2-(4'-fluorobiphenyl-4-yl)-N-hydroxy-2-phenylacetamide

https://huagongshe.com/reaction/509180

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
EduktHydroxyamine hydrochlorideHCID 443297—
Edukt2-(4'-Fluorobiphenyl-4-yl)-2-phenylacetic acidHCID 57779683—
LösungsmittelPyridineHCID 1049—
Produkt2-(4'-fluorobiphenyl-4-yl)-N-hydroxy-2-phenylacetamideHCID 5777961348%

Reaktionsschritte

To a solution of 13 (40 mg, 0.14 mmol), BOP (58 mg, 0.13 mmol), and hydroxylamine hydrochloride (9 mg, 0.13 mmol) in pyridine (5 mL) was added triethylamine (0.055 mL, 0.39 mmol) and the reaction mixture was stirred at room temperature for 2 h. The solvents were removed under vacuum and the crude was dissolved in ethyl acetate. The organic layer was washed with water, dried over Na2SO4, filtered and concentrated. The residue was purified via HPLC (Gilson) reverse-phase column with a gradient of methanol (20-75%) in water to afford compound 14 as a white solid (20 mg, 48%). 1H NMR (CD3OD-d4) δ (ppm): 7.62-7.57 (m, 2H), 7.53 (d, J=8.2 Hz, 2H), 7.40-7.22 (m, 7H), 7.14 (t, J=8.8 Hz, 2H), 4.82 (s, 1H). LRMS (ESI): (calc.) 321.1 (found) 320.4 (MH)−.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09096565B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-9f596383458f40dab57e980dd79d8e61
Quellennotizuspto-grants-2015_08