Hydrochloric Acid → 2,4-Dimethoxy-5-nitrobenzoic acid

HRID 2293529Notes

Reaction equation

HRID 2293529 reaction equation
[Na].Cl[C:3]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([O:15][CH3:16])[CH:4]=1.Cl.[CH3:18][OH:19]>>[CH3:16][O:15][C:5]1[CH:4]=[C:3]([O:19][CH3:18])[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5360545SodiumHCID 128487494-Chloro-2-methoxy-5-nitrobenzoic acid

Product 1

HCID 133076602,4-Dimethoxy-5-nitrobenzoic acid

Procedure

In a stream of argon, 0.30 g of metallic sodium was added to 5 ml of methanol under ice-cooling, the mixture was stirred at room temperature for a while and then 1.00 g of 4-chloro-2-methoxy-5-nitrobenzoic acid was added to the resulting solution in small portions, followed by stirring at 80° C. for 8 hours. After completion of the reaction, the reaction solution was poured into 1N hydrochloric acid aqueous solution, and the thus precipitated product of interest was collected by filtration, washed with water and then dried under a reduced pressure to give 0.80 g of 2,4-dimethoxy-5-nitrobenzoic acid.

Workup

  1. temperaturecooling
  2. stirringby stirring at 80° C. for 8 hours
  3. customAfter completion of the reaction
  4. filtrationthe thus precipitated product of interest was collected by filtration
  5. washwashed with water
  6. customdried under a reduced pressure

Sources & evidence

ORD record
ord-3255793e0b4b46c7b2ede1e9a532758f
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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