Water → HCID 23322024, compound

HRID 2412441Notes

Reaction equation

HRID 2412441 reaction equation
[CH3:1][CH:2]1[CH:7]([N:8]2[CH:12]=[CH:11][N:10]=[CH:9]2)[C:6](=[O:13])[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[O:3]1.O.O1CCC[CH2:20]1>>[CH3:1][CH:2]1[CH:7]([N:8]2[CH:12]=[CH:11][N:10]=[CH:9]2)[C:6]([CH3:20])([OH:13])[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[O:3]1

Participants

4

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 13135443HCID 13135443, compound

Product 1

HCID 23322024HCID 23322024, compound

Procedure

A solution of 2-methyl-3-(1-imidazolyl)-2,3-dihydro-4H-1-benzopyran-4-one (0.53 g) in anhydrous tetrahydrofurane (20 ml) was added to the reaction mixture, which was refluxed moderately for 30 minutes and then for 1 hour on a water bath. The mixture was cooled, poured into a mixture of crushed ice and water (100 ml) and extracted with CHCl3 (100 ml). The organic layer, dried on anhydrous Na2SO4 and evaporated to dryness under vacuum, afforded 2-methyl-3-(1-imidazolyl)-2,3-dihydro-4-methyl-benzopyran-4-ol (0.3 g);

Workup

  1. temperaturewas refluxed moderately for 30 minutes
  2. temperatureThe mixture was cooled
  3. extractionextracted with CHCl3 (100 ml)
  4. dry with materialThe organic layer, dried on anhydrous Na2SO4
  5. customevaporated to dryness under vacuum

Sources & evidence

ORD record
ord-db8c9979e4f34721a8bee788df33ac62
Source dataset
uspto-grants-1985_01
Patent number
US04492707

Reaction notes

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