Nitric Acid → HCID 22313453, compound

HRID 965782Notes

Reaction equation

HRID 965782 reaction equation
[N+:1]([O-:4])(O)=[O:2].C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]3[CH2:23][CH2:22][CH2:21][CH2:20][C:14]=3[C:15](=[O:19])[O:16]2)=[CH:11][C:10]=1[O:24]C(=O)C)(=O)C>OS(O)(=O)=O>[OH:24][C:10]1[C:11]([N+:1]([O-:4])=[O:2])=[C:12]2[C:17](=[CH:18][C:9]=1[OH:8])[O:16][C:15](=[O:19])[C:14]1[CH2:20][CH2:21][CH2:22][CH2:23][C:13]2=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 85802495HCID 85802495, compound

Product 1

HCID 22313453HCID 22313453, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

A solution of 5 M HNO3 in H2SO4 (1 ml) was added to solution of acetic acid 3-acetoxy-6-oxo-7,8,9,10-tetrahydro-6H-benzo[c]chromen-2-yl ester (1.6 g) in concentrated sulfuric acid (20 ml) and stirred at room temperature for an hour. The mixture was treated with ice (150 g) and filtered. The product was purified by column chromatography on silica (10% methanol in dichloromethane). Yield: 50 mg, melting point 238-255° C.

Workup

  1. filtrationfiltered
  2. customThe product was purified by column chromatography on silica (10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-7f5092ba274145b7848e2358bf585c4c
Source dataset
uspto-grants-2005_10
Patent number
US06951870B2

Reaction notes

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