Methanol → Methyl 2,6-difluoro-4-hydroxybenzoate

HRID 82784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 82784
O=S(Cl)Cl.[F:5][C:6]1[CH:14]=[C:13]([OH:15])[CH:12]=[C:11]([F:16])[C:7]=1[C:8]([OH:10])=[O:9].[CH3:17]O>>[F:5][C:6]1[CH:14]=[C:13]([OH:15])[CH:12]=[C:11]([F:16])[C:7]=1[C:8]([O:10][CH3:17])=[O:9]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27787762,6-difluoro-4-Hydroxybenzoic Acid

Produkt 1

HCID 22087431Methyl 2,6-difluoro-4-hydroxybenzoateAusbeute 99 %

Versuchsvorschrift

SOCl2 (4.16 g, 30.1 mmol) was added to a solution of 2,6-difluoro-4-hydroxybenzoic acid (1.50 g, 8.62 mmol) in MeOH (20 mL) and the resulting mixture was heated at reflux for 24 h. After cooling the solvent was removed in vacuo to give the title compound (1.62 g, 99%) as a white crystalline solid; mp 177.5-180° C.; 1H NMR (270 MHz, DMSO-d6) 3.80 (3H, s, CH3), 6.50-6.60 (2H, m, ArH), 11.16 (1H, s, OH)

Aufarbeitung

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 24 h
  3. temperatureAfter cooling the solvent
  4. customwas removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-684f4c34193e42d59ba6b0a5c7b2c560
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846737B2

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