Water → HCID 69067984, compound

HRID 1726381Notes

Reaction equation

HRID 1726381 reaction equation
[C:1]1([C:7]2[O:8][C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:10][C:11]=2[C:12]#N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH2:20].[OH-:21].[Na+]>C(O)CO>[C:1]1([C:7]2[O:8][C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:10][C:11]=2[C:12]([OH:21])=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 27421802,5-diphenylfuran-3-carbonitrile

Product 1

HCID 69067984HCID 69067984, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A suspension of 2,5-diphenylfuran-3-carbonitrile (0.87 g, 3.56 mmol) in ethylene glycol and 3M NaOH (10 ml) was heated at reflux for 3 days. Water was added to the reaction mixture and extracted into CH2Cl2. The organic layer was dried with MgSO4, filtered and concentrated to provide 2,5-diphenylfuran-3-carboxylic acid (intermediate XXVIf, 900 mg) as white solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3 days
  3. extractionextracted into CH2Cl2
  4. dry with materialThe organic layer was dried with MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-f3213b59182c4e2b82865e4edc8b0ada
Source dataset
uspto-grants-2009_02
Patent number
US07491821B2

Reaction notes

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