Hydrochloric Acid → 4-Hydroxy-3-nitrobenzoic acid

HRID 626215Notes

Reaction equation

HRID 626215 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[OH-:14].[Na+].Cl>O>[OH:14][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73204-Chloro-3-nitrobenzoic acidHCID 14798Sodium Hydroxide

Product 1

HCID 120334-Hydroxy-3-nitrobenzoic acidYield 101.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-chloro-3-nitrobenzoic acid (20 g, 1.0 eq) and NaOH (20.5 g, 2.0 eq) in 100 mL H2O was reflux at 100° C. overnight. After cooling to rt, con. HCl was added to pH=7. The precipitate thus formed was isolated by filtration, washed with cold water, and dried, to give the desired product as a white solid (18.4 g, 98%).

Workup

  1. temperatureAfter cooling to rt
  2. customThe precipitate thus formed
  3. customwas isolated by filtration
  4. washwashed with cold water
  5. customdried

Sources & evidence

ORD record
ord-36e9292583794eca85bcb849d80baf79
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

Loading…