HCID 329651, compound → HCID 25242722, compound

HRID 280281Notes

Reaction equation

HRID 280281 reaction equation
O[CH:2]([N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4]>C(=O)C1C=CC=CC=1>[C:5]1([C@H:3]2[C@H:2]([N:11]3[CH:15]=[CH:14][N:13]=[CH:12]3)[C:3](=[O:4])[C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[O:4]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

3

Reactant 1

HCID 329651HCID 329651, compound

Product 1

HCID 25242722HCID 25242722, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 240BenzaldehydeSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 2-hydroxy-α-(1-imidazolyl)-acetophenone (3.5 g), and benzaldehyde (200 ml) was heated at 110° C. for 8 hours. The benzaldehyde was evaporated under reduced pressure and the residue, taken up with CH2Cl2 (100 ml), washed with H2O, was extracted with a solution of 8% HCl. The acid solution, neutralized with NaHCO3, extracted with CH2Cl2, dried and evaporated, gave 2 g of trans 2-phenyl-3-(1-imidazolyl)-2,3-dihydro-4H-1-benzopyran-4-one m.p. 199°-203° C.

Workup

  1. customThe benzaldehyde was evaporated under reduced pressure
  2. washwashed with H2O
  3. extractionwas extracted with a solution of 8% HCl
  4. extractionextracted with CH2Cl2
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-77ed64ce7c424cc3ae661c1a79513c00
Source dataset
uspto-grants-1986_05
Patent number
US04588738

Reaction notes

Loading…