Sodium Hydroxide → 4-Bromo-2-fluoroanisole

HRID 1608747Notes

Reaction equation

HRID 1608747 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].[Br:10]Br.[OH-].[Na+]>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([Br:10])[CH:5]=[CH:4][C:3]=1[O:8][CH3:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 675762-Fluoroanisole

Product 1

HCID 753784-Bromo-2-fluoroanisole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A reaction vessel was charged with 128 g (1.016 mol) of 2-fluoroanisole and 250 ml of chloroform. To this mixture was added dropwise under agitation at room temperature 177 g (1.106 mol) of bromine over the period of at least 3 hours. The reaction liquid was poured into a diluted aqueous solution of NaOH, and the chloroform layer was separated, washed with a solution of edible salt and dried over Glauber's salt. The solvent was distilled off and the residue was distilled under reduced pressure to obtain 2-fluoro-4-bromoanisole.

Workup

  1. customThe reaction liquid
  2. customthe chloroform layer was separated
  3. washwashed with a solution of edible salt
  4. dry with materialdried over Glauber's salt
  5. distillationThe solvent was distilled off
  6. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-110ebdde84b54db5a24485ebc7fb8f43
Source dataset
uspto-grants-1995_03
Patent number
US05397504

Reaction notes

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