Sodium Hydroxide → 3,5-Dichloro-4-fluoro-2-hydroxybenzoic acid

HRID 1276826Notes

Reaction equation

HRID 1276826 reaction equation
[Cl:1][C:2]1[C:3](F)=[C:4]([CH:8]=[C:9]([Cl:12])[C:10]=1[F:11])[C:5]([OH:7])=[O:6].[OH-:14].[Na+]>CN1CCCC1=O>[Cl:1][C:2]1[C:10]([F:11])=[C:9]([Cl:12])[CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[OH:14]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13565016HCID 13565016, compound

Product 1

HCID 221167863,5-Dichloro-4-fluoro-2-hydroxybenzoic acidYield 91.4%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

2.27 g (0.01 mole) of 3,5-dichloro-2,4-difluorobenzoic acid, 1.62 g (0.04 mole) of powdery 99% sodium hydroxide and 20 ml of 1-methyl-2-pyrrolidone were fed into a 100-ml four-necked flask provided with a thermometer, a stirrer and a reflux condenser. The mixture was stirred at 130° C. for 2 hours to give rise to a reaction. Then, the same post-treatment as in Example 2 was conducted to obtain 2.07 g of 3,5-dichloro-4-fluorosalicylic acid. The isolated yield was 91.4% relative to the 3,5-dichloro-2,4-difluorobenzoic acid used.

Workup

  1. customprovided with a thermometer, a stirrer and a reflux condenser
  2. customto give rise
  3. customto a reaction

Sources & evidence

ORD record
ord-3fdb829b8a5c419e930a8b72fdd78320
Source dataset
uspto-grants-2000_12
Patent number
US06166246

Reaction notes

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