Sodium Hydroxide → 5-Bromo-6-chloropyridin-3-ol

HRID 473742Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 473742
C([O:4][C:5]1[CH:6]=[N:7][C:8]([Cl:12])=[C:9]([Br:11])[CH:10]=1)(=O)C.[OH-].[Na+]>C1COCC1>[Br:11][C:9]1[CH:10]=[C:5]([OH:4])[CH:6]=[N:7][C:8]=1[Cl:12]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 145952245-Bromo-6-chloropyridin-3-yl acetate

Produkt 1

HCID 145952265-Bromo-6-chloropyridin-3-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred mixture of 5-bromo-6-chloropyridin-3-yl acetate (3.98 g, 15.89 mmol) in THF (20 mL) at 0° C. was added sodium hydroxide (20 mL, 50.0 mmol, 2.5 M in water). The reaction mixture was stirred at 0° C. for 45 min. The reaction mixture was partially concentrated and then taken to a pH of around 7 by adding acetic acid. The resulting precipitate was filtered and washed with water to give 5-bromo-6-chloropyridin-3-ol. MS (ESI, pos. ion) m/z: 207.9 and 209.9 (M+1).

Aufarbeitung

  1. concentrationThe reaction mixture was partially concentrated
  2. additionby adding acetic acid
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-db5a3eddf9da4603b19d1f27dec24626
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637500B2

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