Hydroxide → Methyl 2-Chloro-4-fluorobenzoate

HRID 1761327Notes

Reaction equation

HRID 1761327 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1O.[OH-].Cl[C:12]([O:14][CH3:15])=[O:13]>O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 3

HCID 961HydroxideHCID 6586Methyl chloroformateHCID 748142-Chloro-4-fluorophenol

Product 1

HCID 2763551Methyl 2-Chloro-4-fluorobenzoateYield 125.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloro-4-fluorophenol (83.4 g) is added to a solution of sodum hydroxide (27.7 g) in water (450 ml), and methyl chloroformate (69.2 g) is dropwise added thereto at a temperature below 10° C. Precipitated crystals are collected by filtration and washed with water to give methyl (2-chloro-4-fluorophenyl)formate (134.8 g). M.P., 69°-71° C.

Workup

  1. additionis dropwise added
  2. customat a temperature below 10° C
  3. customPrecipitated crystals
  4. filtrationare collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-402734bf36cb4299ad628b6df22d171f
Source dataset
uspto-grants-1989_05
Patent number
US04826533

Reaction notes

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