Methanol → Methyl 5-bromo-1-naphthoate

HRID 1276285

Reaktionsgleichung

Reaktionsgleichung von HRID 1276285
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]([OH:14])=[O:13].S(Cl)(Cl)=O.[CH3:19]O>>[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]([O:14][CH3:19])=[O:13]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 6976055-Bromonaphthalene-1-carboxylic acid

Produkt 1

HCID 4557673Methyl 5-bromo-1-naphthoateAusbeute 98 %

Versuchsvorschrift

5-Bromonapthoic acid (J Chem. Soc., 1950, 991) (5.13 g, 20 mmol) was added to a solution of thionyl chloride (10 ml) in methanol (200 ml). The mixture was stirred at reflux for 4 h, yielding a dark brown solution. On cooling, the title compound precipitated as a light brown solid, which was filtered off and dried, yielding 5.34 g material (98%).

Aufarbeitung

  1. temperatureat reflux for 4 h
  2. customyielding a dark brown solution
  3. temperatureOn cooling
  4. customthe title compound precipitated as a light brown solid, which
  5. filtrationwas filtered off
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0544a106c9df4ab4803927fdf110d11e
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166034

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