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Hydrogen Bromide → 2-Bromo-4-fluoro-5-hydroxybenzaldehyde

HRID 1471578
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1471578
[Br:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([O:11]C)=[CH:6][C:3]=1[CH:4]=[O:5].Br>C(O)(=O)C>[Br:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([OH:11])=[CH:6][C:3]=1[CH:4]=[O:5]
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Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 231579072-Bromo-4-fluoro-5-methoxybenzaldehyde

Produkt 1

HCID 866364542-Bromo-4-fluoro-5-hydroxybenzaldehydeAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 2-bromo-4-fluoro-5-methoxybenzaldehyde (1.19 g, 8.20 mmol), 48% HBr (57 mL) and glacier acetic acid (57 mL) were refluxed at 130° C. for 5 hours. The glacier acetic acid was removed under reduced pressure. The solution was neutralized using sodium carbonate. Water was added and the mixture was extracted using ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure. The residue was purified by silica gel column using Combiflash to give 2-bromo-4-fluoro-5-hydroxybenzaldehyde (1.15 g, 64% yield).

Aufarbeitung

  1. customThe glacier acetic acid was removed under reduced pressure
  2. additionWater was added
  3. extractionthe mixture was extracted
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed under reduced pressure
  8. customThe residue was purified by silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-3a121b9442ea4491b7f7688a2f8bd8ec
Quelldatensatz
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09012431B2

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