Nitric Acid → HCID 86595511, compound

HRID 1715668Notes

Reaction equation

HRID 1715668 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[N+:16]([O-])([OH:18])=[O:17]>>[CH3:7][O:6][C:4](=[O:5])[C:3]1[CH:8]=[CH:9][C:10]([N+:16]([O-:18])=[O:17])([C:12]([O:14][CH3:15])=[O:13])[CH2:11][C:2]=1[OH:1]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 240439Dimethyl 2-hydroxyterephthalate

Product 1

HCID 86595511HCID 86595511, compound

Procedure

Dimethyl hydroxyterephthalate (3.00 g, 14.3 mmol) was cooled to 5° C. and mixed with 7 mL fuming nitric acid for 40 min. The reaction mixture was poured onto ice and extracted with ethyl acetate. The organic layer was washed with pH 7 phosphate buffer, saturated NaCl, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to yield crude 3.0 g dimethyl-2-hydroxy-4-nitroterephthalate. IR: 1739, 1688, 1549, 1442, 1338 and 1254 cm−1

Workup

  1. additionThe reaction mixture was poured onto ice
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with pH 7 phosphate buffer, saturated NaCl
  4. dry with materialdried over anhydrous Na2SO4
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ffe6b19185674097b2caae287e6cd70d
Source dataset
uspto-grants-2010_09
Patent number
US07799913B2

Reaction notes

Loading…