Sodium Hydroxide → 4,5-Dimethoxy-2-nitrobenzoic acid

HRID 2292360Notes

Reaction equation

HRID 2292360 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:10]([N+:15]([O-:17])=[O:16])=[CH:11][C:12]=1[O:13][CH3:14])[C:6]([O:8]C)=[O:7].[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:10]([N+:15]([O-:17])=[O:16])=[CH:11][C:12]=1[O:13][CH3:14])[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 117867Benzoic acid, 4,5-dimethoxy-2-nitro-, methyl ester

Product 1

HCID 786904,5-Dimethoxy-2-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of 80 g (0.33 mol) of 3,4-dimethoxy-6-nitrobenzoic acid, methyl ester in 1700 ml of methanol was added 500 ml of 2N sodium hydroxide, and the mixture was warmed to 50° C. for 45 minutes. After 30 minutes, a clear solution was obtained. The methanol was evaporated in vacuo and the aqueous solution was acidified with 3N hydrochloric acid to pH 1. The resulting crystals were filtered off by suction, washed with water and dried in vacuo; yield: 72.5 g; melting point 194.9° C.

Workup

  1. customa clear solution was obtained
  2. customThe methanol was evaporated in vacuo
  3. filtrationThe resulting crystals were filtered off by suction
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-609548c3a4f548878a7bb2123e5fc430
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

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