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

HRID 1176799Notes

Reaction equation

HRID 1176799 reaction equation
[CH:1]1[CH:6]=[C:5]([C:7]2[C:21]3[C:16](=[C:17](Br)[C:18]([O-:23])=[C:19](Br)[CH:20]=3)[O:15][C:14]3[C:8]=2[CH:9]=[C:10](Br)[C:11]([C:13]=3Br)=[O:12])[C:4]([C:27]([O-:29])=[O:28])=[CH:3][CH:2]=1.[Na+].[Na+].[Na][Na].CC1C(Br)=CC2C(C3C=CC=CC=3C(O)=O)=C3C(=C(Br)C(C(Br)=C3)=O)OC=2C=1Br>O>[CH:1]1[CH:2]=[CH:3][C:4]([C:27]([OH:29])=[O:28])=[C:5]([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([OH:12])=[CH:13][C:14]=3[O:15][C:16]3[C:21]=2[CH:20]=[CH:19][C:18]([CH:17]=3)=[O:23])[CH:6]=1

Participants

5

Reactant 3

HCID 11048EosinHCID 141233DisodiumHCID 20685766Eosin_Y

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

With total consumption of the fluorescein, the bromination reaction leads to the formation of a single product, tetrabromofluorescein (4Br—F), the disodium salt of which is commercially known as Eosin Y. The final reaction mixture is diluted in water and the product is extracted from the mixture with ethyl acetate.

Workup

  1. customWith total consumption of the fluorescein
  2. customthe bromination reaction
  3. customThe final reaction mixture
  4. extractionthe product is extracted from the mixture with ethyl acetate

Sources & evidence

ORD record
ord-056a597e74014b6f9e496c2103f8b8aa
Source dataset
uspto-grants-2010_11
Patent number
US07842826B2

Reaction notes

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