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Acetic Acid → 3-Ethoxy-2-fluorophenol

HRID 19110
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 19110
[CH2:1]([O:3][C:4]1[C:5]([F:13])=[C:6](B(O)O)[CH:7]=[CH:8][CH:9]=1)[CH3:2].C(O)(=[O:16])C.OO>O1CCCC1>[CH2:1]([O:3][C:4]1[C:5]([F:13])=[C:6]([OH:16])[CH:7]=[CH:8][CH:9]=1)[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 162177593-Ethoxy-2-fluorophenylboronic Acid (contains varying amounts of Anhydride)

Produkt 1

HCID 668945083-Ethoxy-2-fluorophenolAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-ethoxy-2-fluoro-phenylboronic acid (10.0 g, 0.054 mol) in tetrahydrofuran (150 mL) was added glacial acetic acid (60 mL). The resulting mixture was cooled to 0° C. before hydrogen peroxide (50% aqueous solution, 8 mL) was added. The resulting mixture was allowed to come to room temperature and stirred for 23 h. The mixture was evaporated and the residue was dissolved in ethyl acetate, washed with hydrochloric acid (0.5N), water and brine. The organic phase was dried, filtered and evaporated to give 3-ethoxy-2-fluoro-phenol (6.00 g, 71%) as a brown oil.

Aufarbeitung

  1. additionwas added
  2. customto come to room temperature
  3. customThe mixture was evaporated
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washwashed with hydrochloric acid (0.5N), water and brine
  6. customThe organic phase was dried
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7adf2dfca726471ca42cb65a1100631d
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07741327B2

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