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Acetic Acid → 2,6-Difluoro-3-isopropoxy-phenol

HRID 19145
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 19145
[F:1][C:2]1[C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:6][CH:5]=[C:4]([F:12])[C:3]=1B(O)O.C(O)(=[O:18])C.OO>O1CCCC1>[F:1][C:2]1[C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:6][CH:5]=[C:4]([F:12])[C:3]=1[OH:18]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 16217881B-[2,6-Difluoro-3-(1-methylethoxy)phenyl]boronic acid

Produkt 1

HCID 668949042,6-Difluoro-3-isopropoxy-phenolAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2,6-difluoro-3-isopropoxy-phenylboronic acid (10.0 g, 0.046 mol) in tetrahydrofuran (160 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 40 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 which afforded 2,6-difluoro-3-isopropoxy-phenol (8.70 g, 100%) 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 which

Quellen und Nachweise

ORD-Eintrag
ord-1755cb7604ef42aa81dcc19f7d7663ce
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07741327B2

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