Water → 1-(3-Bromo-4-hydroxyphenyl)ethanone

HRID 68596Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 68596
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:3].[Br:11]Br.O>C(O)(=O)C>[Br:11][C:6]1[CH:5]=[C:4]([C:2](=[O:3])[CH3:1])[CH:9]=[CH:8][C:7]=1[OH:10]

Komponenten

5

Edukt 3

HCID 962WaterHCID 74694'-HydroxyacetophenoneHCID 24408Bromine

Produkt 1

HCID 6080941-(3-Bromo-4-hydroxyphenyl)ethanoneAusbeute 39,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a solution of 4-hydroxyacetophenone (6.8 g, 0.05 mol, 1 eq) in 60% acetic acid (50 mL), was added a solution of bromine (2.6 mL, 0.05 mol, 1 eq) in 80% acetic acid (20 mL). After stirring at room temperature for 30 min, the reaction mixture was poured into 100 mL of cold water. The solid was filtered and the filtrate was further diluted with 500 mL of cold water. The white precipitate was collected by filtration, washed with water and dried under vacuum to afford 4.2 g (39%) of 1-(3-bromo-4-hydroxyphenyl)ethanone (15) as white solid. 1HNMR (CDCl3, 400 MHz): δ 8.15 (s, 1H), 7.86 (d, 1H), 7.18 (d, 1H), 5.96 (s, 1H), 2.56 (s, 3H). MS (ES-API): M+1=216.9. HPLC (Method B) tR=2.48 min.

Aufarbeitung

  1. filtrationThe solid was filtered
  2. additionthe filtrate was further diluted with 500 mL of cold water
  3. filtrationThe white precipitate was collected by filtration
  4. washwashed with water
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6eddd28ac4fb4e4c8c503c75995f29ea
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822467B2

Notizen zur Reaktion

Wird geladen…