Sulfuric Acid → Methyl 2-chloro-4-nitrobenzoate

HRID 514841Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 514841
[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].OS(O)(=O)=O.[C:19](=O)(O)[O-].[Na+]>CO>[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:19])=[O:5]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 74482-Chloro-4-nitrobenzoic acidHCID 516892Sodium Bicarbonate

Produkt 1

HCID 83343Methyl 2-chloro-4-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 2-chloro-4-nitrobenzoic acid (10 g, 0.06 mol) in MeOH (120 mL) was added H2SO4 (5 mL). The resulting mixture was stirred at 60° C. overnight. After cooling to room temperature, the mixture was brought to pH=8 using sodium bicarbonate solution. After removal of MeOH, the resulting crude mixture was purified by column chromatography (20% CH2Cl2/PE) to afford 4 g of the title compound. LC-MS: m/z 216.6 (M+H)+

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customAfter removal of MeOH
  3. customthe resulting crude mixture was purified by column chromatography (20% CH2Cl2/PE)

Quellen und Nachweise

ORD-Eintrag
ord-ecd0707642c6423386f50f630837b5f6
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108921B2

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