Sulfuric Acid → 3-Hydroxyphthalic anhydride

HRID 1442473Notes

Reaction equation

HRID 1442473 reaction equation
CC(C)(C)C([C:5]12[O:14][CH:11]([CH:12]=[CH:13]1)[CH:10]1[CH:6]2[C:7](=[O:16])[O:8][C:9]1=[O:15])=O.OS(O)(=O)=O>>[OH:14][C:11]1[CH:12]=[CH:13][CH:5]=[C:6]2[C:7]([O:8][C:9](=[O:15])[C:10]=12)=[O:16]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 86601929HCID 86601929, compound

Product 1

HCID 965803-Hydroxyphthalic anhydrideYield 73%

Procedure

Compound 6 (1 mmol, 266 mg) was added in small portions to 98% H2SO4 (2 ml) at 15° C. The cream colored mixture was stirred for 5 min and then poured over crushed ice. The precipitated product was filtered off, washed with ice-cold water and dried in a desiccator to afford product 7 (73%). 1H NMR (CD3OD): δ 7.40 (d, 1H, J=8.1) 7.62 (d, 1H, J=6.9), 7.85 (t, 1H, J=7.8).

Workup

  1. additionpoured
  2. customover crushed ice
  3. filtrationThe precipitated product was filtered off
  4. washwashed with ice-cold water
  5. customdried in a desiccator

Sources & evidence

ORD record
ord-489088fe8e0c4a9099ce2542af0725f5
Source dataset
uspto-grants-2010_02
Patent number
US07658937B2

Reaction notes

Loading…