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

HRID 1670891Notes

Reaction equation

HRID 1670891 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-ec6f771b44504f298a2b7fc305a27348
Source dataset
uspto-grants-2011_08
Patent number
US07994215B2

Reaction notes

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