2,5-Dimethylphenol → HCID 71476819, compound

HRID 527124Notes

Reaction equation

HRID 527124 reaction equation
[CH:1]1[CH:6]=[C:5]2[C:7]([C:9]([OH:13])(O)[C:10](=[O:11])[C:4]2=[CH:3][CH:2]=1)=[O:8].[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=1[OH:22]>C(O)(=O)C>[OH:13][C:9]1([C:19]2[CH:20]=[C:15]([CH3:14])[C:16]([OH:22])=[CH:17][C:18]=2[CH3:21])[C:10](=[O:11])[C:4]2[C:5](=[CH:6][CH:1]=[CH:2][CH:3]=2)[C:7]1=[O:8]

Participants

4

Reactant 2

HCID 72672,5-DimethylphenolHCID 10236Ninhydrin

Product 1

HCID 71476819HCID 71476819, compoundYield 8.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of ninhydrin (1.00 g, 5.6 mmol) in glacial acetic acid (20 ml) was added 2,5-dimethyl phenol (0.68 g, 5.6 mmol), followed by heating for 24 hrs under reflux. The reaction mixture was concentrated in a vacuum, and extracted with ethylacetate. The concentrated organic layer was purified using column chromatography (ethylacetate:hexane=1:6 to 1:4) to afford the title compound (0.13 g, 8%).

Workup

  1. temperatureby heating for 24 hrs
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated in a vacuum
  4. extractionextracted with ethylacetate
  5. customThe concentrated organic layer was purified

Sources & evidence

ORD record
ord-83f615c724c74ddcb142aab15d68e868
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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