Nitric Acid → HCID 22313445, compound

HRID 965781Notes

Reaction equation

HRID 965781 reaction equation
[N+:1]([O-:4])(O)=[O:2].[C:5]([C:13]1[C:14](=[O:25])[O:15][C:16]2[C:21]([CH:22]=1)=[CH:20][C:19]([OH:23])=[C:18]([OH:24])[CH:17]=2)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(OCC)(=O)C>[C:5]([C:13]1[C:14](=[O:25])[O:15][C:16]2[C:21]([CH:22]=1)=[C:20]([N+:1]([O-:4])=[O:2])[C:19]([OH:23])=[C:18]([OH:24])[CH:17]=2)(=[O:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 22313434HCID 22313434, compound

Product 1

HCID 22313445HCID 22313445, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Nitric acid solution (1.6 ml, 2 M in CH2Cl2) was added to a solution of 3-benzoyl-6,7-dihydroxy-chromen-2-one (0.89 g) in ethyl acetate (50 ml) at −16-10° C. The solvent was evaporated and the product run through a silica column with toluene-ethyl acetate acetic acid (8:1:1) as the solvent. The product was crystallized from ether. Yield: 40 mg, melting point 94-96° C.

Workup

  1. customThe solvent was evaporated
  2. customThe product was crystallized from ether

Sources & evidence

ORD record
ord-b2c8d2369bfd4461a75d2c36d71c4bf9
Source dataset
uspto-grants-2005_10
Patent number
US06951870B2

Reaction notes

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