4-Chlorobenzaldehyde → HCID 53744667, compound

HRID 1076317Notes

Reaction equation

HRID 1076317 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1.[C:12]1([CH:18]([CH2:22][CH:23]=[CH:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])[C:19](=[O:21])[CH3:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(O)C>[Cl:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:20][C:19](=[O:21])[CH:18]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:22][CH:23]=[CH:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 77264-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 53985002HCID 53985002, compound

Product 1

HCID 53744667HCID 53744667, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A sodium hydroxide solution (5.5 ml., 20%) is added to a solution of p-chlorobenzaldehyde (14.06 g., 0.1 mole) and 3-phenyl-6-(o-methylphenyl)-5-hexen-2-one (26.4 g., 0.1 mole) in ethanol (260 ml.) with stirring. The yellowish solid that separates on continued stirring is filtered and air-dried, yield 22.5 g., m.p. 60°-76°C. Recrystallization from hexane gives material with m.p. 79°-82°C.

Workup

  1. stirringThe yellowish solid that separates on continued stirring
  2. filtrationis filtered
  3. customair-dried
  4. customRecrystallization from hexane
  5. customgives material with m.p. 79°-82°C.

Sources & evidence

ORD record
ord-52da6bbe17b049a790882510965ebb0f
Source dataset
uspto-grants-1976_05
Patent number
US03956374

Reaction notes

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