Hydrochloric Acid → Methyl 2-bromo-3-nitrobenzoate

HRID 523444Notes

Reaction equation

HRID 523444 reaction equation
[Br:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH3:15]O>>[Br:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:15])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 684522-Bromo-3-nitrobenzoic acid

Product 1

HCID 79263Methyl 2-bromo-3-nitrobenzoate

Procedure

100 g (406 mmol) of 2-bromo-3-nitrobenzoic acid, 22 g (609 mmol) of conc. HCl and 1 l of methanol are heated under reflux for 24 h. After cooling, the precipitated solid is filtered off with suction, washed with water and ethanol and dried. The residue is recrystallised from ethanol. Yield: 94.6 g (363 mmol), 89.5% of theory.

Workup

  1. temperatureunder reflux for 24 h
  2. temperatureAfter cooling
  3. filtrationthe precipitated solid is filtered off with suction
  4. washwashed with water and ethanol
  5. customdried
  6. customThe residue is recrystallised from ethanol

Sources & evidence

ORD record
ord-cf5ddd11a2af4b54b27ee42ce5a33274
Source dataset
uspto-grants-2016_05
Patent number
US09337430B2

Reaction notes

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