Methanol → Methyl 5-bromo-2-chlorobenzoate

HRID 216271

Reaktionsgleichung

Reaktionsgleichung von HRID 216271
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].S(=O)(=O)(O)O.[CH3:17]O>>[CH3:17][O:8][C:7](=[O:9])[C:6]1[CH:10]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[Cl:11]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 331275-Bromo-2-chlorobenzoic acid

Produkt 1

HCID 842098Methyl 5-bromo-2-chlorobenzoate

Reaktionsbedingungen

Temperatur
64 °C

Versuchsvorschrift

To a suspension of 5-bromo-2-chlorobenzoic acid (5 g) in MeOH (200 mL) is added concentrated sulfuric acid (2 mL) and the mixture is heated at 64° C. for 16 h. The solution is evaporated in vacuo. The residue is taken up in EtOAc and washed with 10% sodium bicarbonate, brine and dried over sodium sulfate. The solution is filtered and evaporated in vacuo to afford 5-bromo-2-chloro-benzoic acid methyl ester (5.1 g). 1H NMR (300 MHz, CDCl3) □7.3-7.5 (m, 2H); 6.9 (m, 1H); 3.9 (s, 3H).

Aufarbeitung

  1. customThe solution is evaporated in vacuo
  2. washwashed with 10% sodium bicarbonate, brine
  3. dry with materialdried over sodium sulfate
  4. filtrationThe solution is filtered
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f8856462f598494c93936916d85c4a1c
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193183B2

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