Nitric Acid → 4-Methyl-6-nitro-7-hydroxy-1-indanone

HRID 414675

Reaction equation

HRID 414675 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:12].C(OC(=O)C)(=O)C.[N+:20]([O-])([OH:22])=[O:21]>C(O)(=O)C>[CH3:1][C:2]1[CH:10]=[C:9]([N+:20]([O-:22])=[O:21])[C:8]([OH:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:12]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 124362447-Hydroxy-4-methyl-1-indanone

Product 1

HCID 136041424-Methyl-6-nitro-7-hydroxy-1-indanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Into a solution of 25.6 g of 4-methyl-7-hydroxy-1-indanone in 250 ml of acetic acid was added 19.4 ml of acetic anhydride and a solution of 15.4 ml of concentrated nitric acid in 50 ml of acetic acid gradually. The reaction mixture was concentrated to drynsss, and the residue was washed with ether to obtain 25.7 g of 4-methyl-6-nitro-7-hydroxy-1-indanone.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washthe residue was washed with ether

Sources & evidence

ORD record
ord-5cb9e452ae114983b72b93924d0f9940
Source dataset
uspto-grants-1988_12
Patent number
US04792628

Linked notes

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