4-Chlorobenzaldehyde → HCID 54524986, compound

HRID 1076323Notes

Reaction equation

HRID 1076323 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][C:28]([CH3:31])=[CH:27][CH:26]=2)[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:26]=[CH:27][C:28]([CH3:31])=[CH:29][CH:30]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 77264-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 54396324HCID 54396324, compound

Product 1

HCID 54524986HCID 54524986, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A sodium hydroxide solution (8 ml., 20%) is added to a solution of p-chlorobenzaldehyde (20.4 g., 0.14 mole) and crude 3-phenyl-6-(p-methylphenyl)-5-hexen-2-one (Step A, above) in ethanol (350 ml.) with stirring. The off-white solid that separates on continued stirring is filtered, washed with cold ethanol and air-dried, yield 44 g., m.p. 114°-118°C. Recrystallization from ethanol gives material with m.p. 134°-136.5°C.

Workup

  1. stirringThe off-white solid that separates on continued stirring
  2. filtrationis filtered
  3. washwashed with cold ethanol
  4. customair-dried
  5. customRecrystallization from ethanol
  6. customgives material with m.p. 134°-136.5°C.

Sources & evidence

ORD record
ord-a6de6f613aa9447da4e2260db65a4983
Source dataset
uspto-grants-1976_05
Patent number
US03956374

Reaction notes

Loading…