Resorcinol → 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

HRID 2110946Notes

Reaction equation

HRID 2110946 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:9]1(=[O:19])[O:14][C:12](=O)[C:11]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:10]12.S([O-])(O)(=O)=O.[K+]>C(OC)(=O)C1C=CC=CC=1>[CH:16]1[CH:17]=[CH:18][C:10]([C:9]([OH:14])=[O:19])=[C:11]([C:12]2[C:6]3[CH:4]=[CH:3][C:1]([OH:2])=[CH:8][C:7]=3[O:5][C:4]3[C:6]=2[CH:7]=[CH:8][C:1]([CH:3]=3)=[O:2])[CH:15]=1

Participants

5

Reactant 3

HCID 5054ResorcinolHCID 6811Phthalic AnhydrideHCID 516920Potassium bisulfate

Product 1

HCID 33832-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 7150Methyl BenzoateSolvent

Procedure

A mixture comprising 55 g of resorcinol, 30 g of phthalic anhydride, 2 g of potassium hydrogen sulfate and 500 ml of methyl benzoate is brought to 200° C. for 6 hours. After cooling, the red crystals of crude fluorescein are washed with acetone and dried.

Workup

  1. temperatureAfter cooling
  2. washthe red crystals of crude fluorescein are washed with acetone
  3. customdried

Sources & evidence

ORD record
ord-ddaf33dd385b4c0e807885e50739b477
Source dataset
uspto-grants-2009_04
Patent number
US07518002B2

Reaction notes

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