Water → (7-Bromo-5-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol

HRID 39001

Reaktionsgleichung

Reaktionsgleichung von HRID 39001
C([O:4][C:5]1[CH:10]=[C:9]([Br:11])[CH:8]=[C:7]([F:12])[C:6]=1[O:13][CH2:14][CH:15]1[CH2:17][O:16]1)(=O)C.[OH-].[K+].O.[OH-].[K+].O>O1CCOCC1>[Br:11][C:9]1[CH:8]=[C:7]([F:12])[C:6]2[O:13][CH2:14][CH:15]([CH2:17][OH:16])[O:4][C:5]=2[CH:10]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 23719240Potassium hydroxide monohydrateHCID 866529445-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl acetate

Produkt 1

HCID 66878254(7-Bromo-5-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl)methanolAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

5-bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl acetate (2.6 g, 8.7 mmol) was stirred in dioxane at RT. Aqueous KOH (10%) was added until basic pH was reached (1:1 water/KOH (10%)). Water was added and the solution was extracted with EtOAc: The combined organic phases were washed with brine, dried and evaporated to dryness to give the title compound (0.8 g). MS m/z (rel. intensity, 70 eV) 263 (M+, 97), 262 (M+, bp), 218 (39), 207 (50), 206 (51).

Aufarbeitung

  1. extractionthe solution was extracted with EtOAc
  2. washThe combined organic phases were washed with brine
  3. customdried
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-debd2a7d3a8e4bb0a2c4384046cb343e
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524766B2

Verknüpfte Notizen

Wird geladen…