Pyridine → 4-Bromo-2-fluorophenyl acetate

HRID 38997

Reaktionsgleichung

Reaktionsgleichung von HRID 38997
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11].N1C=CC=CC=1>>[C:10]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[F:9])(=[O:12])[CH3:11]

Komponenten

4

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 27249814-Bromo-2-fluorophenol

Produkt 1

HCID 226485254-Bromo-2-fluorophenyl acetateAusbeute 83 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 4-bromo-2-fluorophenol (5 g, 30 mmol) and acetic anhydride (13.4 g, 130 mmol) in pyridine (10.6 ml, 130 mmol) was heated at 100° C. for 3 h and then brought to ambient temperature and poured into water. HCl (1 N and 6 N) was added and the solution was extracted with EtOAc. The combined organic phases were washed with sodium bicarbonate (saturated, 3×50 ml), dried (Na2SO4) and evaporated to dryness to give the title compound (5.8 g). MS m/z (rel. intensity, 70 eV) 233 (M+, 11), 232 (M+, 12), 191 (95), 190 (bp), 161 (8).

Aufarbeitung

  1. custombrought to ambient temperature
  2. additionwas added
  3. extractionthe solution was extracted with EtOAc
  4. washThe combined organic phases were washed with sodium bicarbonate (saturated, 3×50 ml)
  5. dry with materialdried (Na2SO4)
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-0ee4864d93714b428fe4be10c94032b6
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524766B2

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