Hydrochloric Acid → HCID 53690663, compound

HRID 1659488Notes

Reaction equation

HRID 1659488 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 2 M 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-e1cc069d58bf4db99504bd09da8b8b2a
Source dataset
uspto-grants-1981_12
Patent number
US04304728

Reaction notes

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