Sodium Carbonate → 4-Bromo-2-methoxybenzoyl chloride

HRID 432256Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432256
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].S(Cl)([Cl:21])=O>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:21])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1

Komponenten

4

Edukt 3

HCID 10340Sodium CarbonateHCID 24386Thionyl ChlorideHCID 134507554-Bromo-2-methoxybenzoic acid

Produkt 1

HCID 223467824-Bromo-2-methoxybenzoyl chlorideAusbeute 100 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

4-Bromo-2-methoxybenzoic acid (2.934 g, 12.70 mmol) was mixed with sodium carbonate (2.2 g, 26.51 mmol). Thionyl chloride (20 mL) was added and the reaction mixture was heated at 80° C. for 16 hours. After distilling off excess thionyl chloride, heptane was added and the solid was collected by filtration to give 4-bromo-2-methoxy-1-benzenecarbonyl chloride (3.16 g, 100%). 1H NMR (CDCl3) δ 3.94 (s, 3H), 7.16 (s, 1H), 7.20 (d, J=8.51 Hz, 1H), 7.95 (d, J=8.51 Hz, 1H).

Aufarbeitung

  1. distillationAfter distilling off excess thionyl chloride, heptane
  2. additionwas added
  3. filtrationthe solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-24fdaf023ac14a24b0d3ab337925aec1
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660744B1

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