Hydroxide → Methyl 2-Chloro-4-fluorobenzoate

HRID 622297Notes

Reaction equation

HRID 622297 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) was added to a solution of sodum hydroxide (27.7 g) in water (450 ml), and methyl chloroformate (69.2 g) was dropwise added thereto at a temperature below 10° C. Precipitated crystals were 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. additionwas dropwise added
  2. customat a temperature below 10° C
  3. customPrecipitated crystals
  4. filtrationwere collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-54d1b378fff74cc598637f59604b8098
Source dataset
uspto-grants-1988_09
Patent number
US04770695

Reaction notes

Loading…