Phthalic Anhydride → 4',5'-Dimethylfluorescein

HRID 2110947Notes

Reaction equation

HRID 2110947 reaction equation
[CH3:1][C:2]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4].[C:10]1(=[O:20])[O:15][C:13](=O)[C:12]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:11]12.S([O-])(O)(=O)=O.[K+]>C(OCC)(=O)CCCCCCCCCCC>[CH3:1][C:2]1[C:3]2[O:4][C:8]3[C:2]([CH3:1])=[C:3]([OH:4])[CH:5]=[CH:6][C:7]=3[C:13]3([O:15][C:10](=[O:20])[C:11]4[C:12]3=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:5]=2[CH:6]=[CH:7][C:8]=1[OH:9]

Participants

5

Reactant 3

HCID 6811Phthalic AnhydrideHCID 118432-MethylresorcinolHCID 516920Potassium bisulfate

Product 1

HCID 30829374',5'-Dimethylfluorescein

Reagents, catalysts & solvents 1

HCID 7800Ethyl DodecanoateSolvent

Procedure

A mixture comprising 62 g of 2-methylresorcinol, 30 g of phthalic anhydride, 2 g of potassium hydrogen sulfate and 500 ml of ethyl laurate is brought to 200° C. for 3 hours. After cooling, the crude product is filtered and washed with acetone and then dried. The product obtained is a dark orange powder.

Workup

  1. temperatureAfter cooling
  2. filtrationthe crude product is filtered
  3. washwashed with acetone
  4. customdried
  5. customThe product obtained

Sources & evidence

ORD record
ord-acc161b2f96a4651b129451c794410ae
Source dataset
uspto-grants-2009_04
Patent number
US07518002B2

Reaction notes

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