Hydrochloric Acid → HCID 53690663, compound

HRID 544164Notes

Reaction equation

HRID 544164 reaction equation
[CH3:1][C:2]1[O:3][C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][C:6](=[O:8])[CH:7]=1.[C:15]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1)([OH:17])=[O:16].[O-]CC.[Na+].[Na].Cl>C(O)C>[O:8]=[C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:3][C:2]([CH:1]=[CH:22][C:21]2[CH:24]=[CH:25][C:18]([C:15]([OH:17])=[O:16])=[CH:19][CH:20]=2)=[CH:7]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 120884-Formylbenzoic acidHCID 1205214H-Pyran-4-one, 2-methyl-6-phenyl-HCID 2723922Sodium ethoxideHCID 5360545Sodium

Product 1

HCID 53690663HCID 53690663, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methyl-6-phenyl-4H-pyran-4-one (3.7 g) and 4-carboxybenzaldehyde (3.0 g) were added to a stirred solution of sodium ethoxide prepared by dissolving sodium (1.0 g) in ethanol (75 ml) and the mixture was heated under reflux for an hour, cooled and acidified with 2M hydrochloric acid (25 ml). The resulting solid was recrystallised from acetic acid and then from dimethylformamide-water to give the pale yellow title product (mp>300° C.).

Workup

  1. customprepared
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for an hour
  4. temperaturecooled
  5. customThe resulting solid was recrystallised from acetic acid

Sources & evidence

ORD record
ord-a50fb457204647888acf6e4823bced91
Source dataset
uspto-grants-1984_05
Patent number
US04448787

Reaction notes

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