1-Naphthoic acid → 5-Bromonaphthalene-1-carboxylic acid

HRID 1275002

Reaktionsgleichung

Reaktionsgleichung von HRID 1275002
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Br:14]Br>C(O)(=O)C>[Br:14][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH:4]=[CH:3][CH:2]=[C:1]2[C:11]([OH:13])=[O:12]

Komponenten

4

Edukt 2

HCID 68471-Naphthoic acidHCID 24408Bromine

Produkt 1

HCID 6976055-Bromonaphthalene-1-carboxylic acidAusbeute 76,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of 1-naphthoic acid (90 g, 0.52 mol) in glacial acetic acid at 100° C. was added bromine (84 g, 0.52 mol). The reaction was stirred at this temperature for 1.5 hours and then allowed to cool overnight. The resulting slurry was diluted with glacial acetic acid, the solid collected by filtration, resuspended in water, filtered and dried in vacuo to give 5-bromo-1-napthoic acid (100 g). The acid was converted to the title compound using a similar procedure to Description 3 (68%).

Aufarbeitung

  1. temperatureto cool overnight
  2. filtrationthe solid collected by filtration
  3. filtrationfiltered
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e9e92af35b7048118ae5132f21b707db
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06159979

Verknüpfte Notizen

Wird geladen…