Potassium Carbonate → 1-Fluoro-2-methoxy-4-nitrobenzene

HRID 442263Notes

Reaction equation

HRID 442263 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11].[C:12](=O)([O-])[O-].[K+].[K+].S([O-])(OC)(=O)=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

4

Reactant 3

HCID 11430Potassium Carbonate2×HCID 4694097Methyl sulfate(1-)2×HCID 234981002-Fluoro-5-nitrophenol

Product 1

HCID 144519681-Fluoro-2-methoxy-4-nitrobenzene

Procedure

An intimate mixture of 2.0 grams of 2-fluoro-5-nitrophenol, 2.0 grams of potassium carbonate, and 1.0 ml. of methyl sulphate, is heated on the steam bath for 5 minutes and then steam distilled, the volume of liquid in the flask being kept as small as possible. The 2-fluoro-5nitroanisole passes over, and a further quantity is obtained by adding more potassium carbonate (1 gram) and methyl sulphate (0.5 ml.) to the residual liquor, which is then warmed and steam distilled. The 2-fluoro-5-nitroanisole is then recrystallized from hexane.

Workup

  1. distillationsteam distilled
  2. customis obtained
  3. temperatureis then warmed
  4. distillationsteam distilled
  5. customThe 2-fluoro-5-nitroanisole is then recrystallized from hexane

Sources & evidence

ORD record
ord-cde4aea9a877475ab5b188c7554cc551
Source dataset
uspto-grants-1977_08
Patent number
US04044049

Reaction notes

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