Methyl chloroformate → Methyl 2-Chloro-4-fluorobenzoate

HRID 1731475Notes

Reaction equation

HRID 1731475 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1O.[OH-].[Na+].Cl[C:13]([O:15][CH3:16])=[O:14]>O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 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 sodium 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-6b655b8d4dfd472ebb02328ce2648717
Source dataset
uspto-grants-1986_11
Patent number
US04622063

Reaction notes

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