HCID 21459119, compound → HCID 21459155, compound

HRID 274554Notes

Reaction equation

HRID 274554 reaction equation
C([O:4][CH2:5][C:6](=[O:18])[C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([OH:16])=[C:9]([OH:17])[CH:8]=1)(=O)C>C(O)C.Cl>[OH:4][CH2:5][C:6]([C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([OH:16])=[C:9]([OH:17])[CH:8]=1)=[O:18]

Participants

4

Reactant 1

HCID 21459119HCID 21459119, compound

Product 1

HCID 21459155HCID 21459155, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A suspension of 2.6 g of (3,4-dihydroxy-5-nitrobenzoyl)methyl acetate in 20 ml of ethanol and 20 ml of 1N hydrochloric acid is heated to boiling under reflux for 5 hours. The reaction mixture is then evaporated, the residue is distilled with toluene and then recrystallized from ethanol. There is obtained 2,3',4'-trihydroxy-5'-nitroacetophenone of m.p. 208°-210°.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 5 hours
  3. customThe reaction mixture is then evaporated
  4. distillationthe residue is distilled with toluene
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-113a01671daa413499bc106c23e3ce54
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Reaction notes

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