Hydrochloric Acid → HCID 86687919, compound

HRID 2401458Notes

Reaction equation

HRID 2401458 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([N+]([O-])=O)[C:8]([N+:14]([O-:16])=[O:15])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH-:17].[K+].Cl.[CH3:20]O>>[CH3:20][O:17][C:9]1[C:8]([N+:14]([O-:16])=[O:15])=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([CH3:1])[CH:10]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 59761726HCID 59761726, compound

Product 1

HCID 86687919HCID 86687919, compoundYield 60%

Conditions

Temperature
70 °C

Procedure

2-Methyl-4,5-dinitrobenzoic acid (1.93 g, 8.5 mmol) was added to KOH (2.38 g, 42.5 mmol) in methanol (50 mL) and the mixture was heated to 70° C. for 1.5 h. The mixture was acidified with 2 M HCl(aq) and the solid was removed by filtration and dried to give 4-methoxy-2-methyl-5-nitrobenzoic acid (1.08 g, 60%) as an off-white solid. LCMS (10 cm_ESCI_Formic_MeCN): [M−H]−=210 at 3.23 min. 1H NMR (400 MHz, d6-DMSO): δ 8.40 (s, 1H), 7.36 (s, 1H), 4.02 (s, 3H), 2.67 (s, 3H).

Workup

  1. customthe solid was removed by filtration
  2. customdried

Sources & evidence

ORD record
ord-647c20525d71408c88b169e55598d5ef
Source dataset
uspto-grants-2014_08
Patent number
US08796296B2

Reaction notes

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