Sulfuric Acid → 2-Benzofuran

HRID 1681239Notes

Reaction equation

HRID 1681239 reaction equation
[CH:1]1[CH:6]=[C:5]([CH:7](C2C=CC(O)=CC=2)C2C=CC(O)=CC=2)[C:4]([C:22]([OH:24])=O)=[CH:3][CH:2]=1.S(=O)(=O)(O)O>O>[CH:22]1[O:24][CH:7]=[C:5]2[C:4]=1[CH:3]=[CH:2][CH:1]=[CH:6]2

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 66494Phenolphthalin

Product 1

HCID 113784742-Benzofuran

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a dry 250 mL round bottom flask equipped with a mechanical stirrer containing 20 g (0.062 mol) of phenolphthalin at 0° C. was added, with stirring, 25 mL of conc. sulfuric acid (cooled to 0° C.) This mixture was stirred slowly for 2-3 min. and poured into a 1L beaker containing 600 mL of ice-water. To retrieve the remaining solids there was added cold water (~20-30 mL×4) while a spatula was used to scrape out the remainder. The solids were combined. The green solid was then filtered, washed with 1 L of cold water and dried for 15-20 min. before being used in the Diels-Alder reaction.

Workup

  1. customTo a dry 250 mL round bottom flask equipped with a mechanical stirrer
  2. additionwas added
  3. filtrationThe green solid was then filtered
  4. washwashed with 1 L of cold water
  5. customdried for 15-20 min.
  6. custombefore being used in the Diels-Alder reaction

Sources & evidence

ORD record
ord-197fb8bc8ac04592912c0bc33c694d5e
Source dataset
uspto-grants-1992_12
Patent number
US05169923

Reaction notes

Loading…