Nitric Acid → HCID 57742139, compound

HRID 1626869Notes

Reaction equation

HRID 1626869 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:5]=[CH:6][CH:7]=1.[N+:15]([O-])([OH:17])=[O:16]>C(O)(=O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:5]=[CH:6][C:7]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 13356241HCID 13356241, compound

Product 1

HCID 57742139HCID 57742139, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-(3-hydroxyphenyl)propanoate (2.51 g, 12.9 mmol) in acetic acid (20 mL) was added nitric acid (60-62%, 1.45 g, 13.8 mmol) at room temperature. The mixture was stirred for 15 minutes at room temperature. The reaction mixture was poured into ice water (100 mL) and extracted with EtOAc. The organic layer was dried with MgSO4 and filtered. EtOAc was removed by evaporation. The residue was purified by column chromatography eluting with n-Hexane/EtOAc=6/1.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried with MgSO4
  3. filtrationfiltered
  4. customEtOAc was removed by evaporation
  5. customThe residue was purified by column chromatography
  6. washeluting with n-Hexane/EtOAc=6/1

Sources & evidence

ORD record
ord-0c3aacf67dbd414fb75a30ee42cbbbdf
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

Loading…