Nitric Acid → HCID 67094449, compound

HRID 1881213Notes

Reaction equation

HRID 1881213 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=[O:11])[O:7][CH2:8]2)=[CH:4][C:3]=1[O:12][C:13](=[O:15])[CH3:14].[N+:16]([O-])([OH:18])=[O:17]>C(O)(=O)C>[OH:1][C:2]1[C:10]([N+:16]([O-:18])=[O:17])=[C:9]2[C:5]([C:6](=[O:11])[O:7][CH2:8]2)=[CH:4][C:3]=1[O:12][C:13](=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 67094289HCID 67094289, compound

Product 1

HCID 67094449HCID 67094449, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Acetic acid 6-hydroxy-3-oxo-1,3-dihydro-isobenzofuran-5-yl ester (3.8 g) was mixed with acetic acid (150 ml) followed by addition of 65% nitric acid (2.5 ml). After dissolution the mixture was stirred at room temperature for 2 hours followed by removal of the acetic acid and water in vacuo. The remainder was filtered through silica gel using a mixture of toluene, ethyl acetate and methanol (8:1:1) as eluent. Appropriate fractions were collected and evaporated to dryness.

Workup

  1. dissolutionAfter dissolution the mixture
  2. customfollowed by removal of the acetic acid and water in vacuo
  3. filtrationThe remainder was filtered through silica gel using
  4. additiona mixture of toluene, ethyl acetate and methanol (8:1:1) as eluent
  5. customAppropriate fractions were collected
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-5e3efb2e9fb04be28d2f320d50e86d8d
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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