Methanol → 1-(benzyloxy)-4,5-dimethoxy-2-nitrobenzene

HRID 1394990Notes

Reaction equation

HRID 1394990 reaction equation
[H][H].[CH3:3][O:4][C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([N+]([O-])=O)=[CH:7][C:6]=1[O:17][CH3:18].[CH3:19][OH:20]>O>[CH2:19]([O:20][C:8]1[CH:7]=[C:6]([O:17][CH3:18])[C:5]([O:4][CH3:3])=[CH:10][C:9]=1[N+:11]([O-:13])=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 2229891,2-Dimethoxy-4,5-dinitrobenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 2840471-(benzyloxy)-4,5-dimethoxy-2-nitrobenzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

When the formation of hydrogen had ceased (in about 30 min) 456 g (2 mole) of 1,2-dimethoxy-4,5-dinitrobenzene were added and the reaction mixture was refluxed for 2 h. To the solution, 4 l of methanol and 300 ml of water were added. Upon cooling in ice a precipitate was formed which was filtered off and dried. Yield: 369 g (64%); melting point: 141° C.

Workup

  1. additionwere added
  2. temperaturethe reaction mixture was refluxed for 2 h
  3. temperatureUpon cooling in ice a precipitate
  4. customwas formed which
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-b88c9ce2ad294f04a53b8af048137194
Source dataset
uspto-grants-1980_05
Patent number
US04201584

Reaction notes

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