Dimethyl Sulfate → 4'-METHOXY-2-NITROBIPHENYL

HRID 1464114Notes

Reaction equation

HRID 1464114 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-:16])=[O:15])=[CH:4][CH:3]=1.S(OC)(O[CH3:21])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:21][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-:16])=[O:15])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 155411124-Hydroxy-2'-nitrobiphenyl

Product 1

HCID 112646854'-METHOXY-2-NITROBIPHENYL

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4'-hydroxy-2-nitrobiphenyl (10.4 g), dimethyl sulphate (9.15 g) in acetone (350 ml) and anhydrous potassium carbonate (22 g) was heated at reflux for 10 hours to get an oil which was purified by column chromatography on silica gel (150 g, 100-200 mesh) eluted with hexane to give 4'-methoxy-2-nitrobiphenyl (m.p. 55°-56° C.).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 10 hours
  3. customto get an oil which
  4. customwas purified by column chromatography on silica gel (150 g, 100-200 mesh)
  5. washeluted with hexane

Sources & evidence

ORD record
ord-d870a40bf2654128b0d37d3d73e8ebe2
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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