4-Chlorobenzaldehyde → HCID 53639466, compound

HRID 1087697Notes

Reaction equation

HRID 1087697 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH3:10][C:11]([CH3:18])([CH:15]([CH3:17])[CH3:16])[C:12](=[O:14])[CH3:13].[OH-].[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:13][C:12](=[O:14])[C:11]([CH3:18])([CH3:10])[CH:15]([CH3:17])[CH3:16])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 77264-ChlorobenzaldehydeHCID 14798Sodium Hydroxide2×HCID 2195083,3,4-trimethylpentan-2-one

Product 1

HCID 53639466HCID 53639466, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

44.4 g (0.316 mol) of 4-chlorobenzaldehyde and 40 5 g (0.316 mol) of 3,3,4-trimethyl-pentan-2-one are dissolved in a mixture of 100 ml of ethanol and 10 ml of water, and a solution of 0.9 g of sodium hydroxide in 10 ml of water is added. The mixture is initially stirred for 1 hour at room temperature, then 0.4 g of solid sodium hydroxide is added and the mixture is stirred for a further 16 hours. The precipitate which results is filtered off with suction and then washed with water. 33.1 g (42% of theory) of 1-(4-chlorophenyl)-4,4,5-trimethyl-1-hexen-3-one are obtained in the form of a low melting, oily-crystalline product. ##STR24##

Workup

  1. stirringthe mixture is stirred for a further 16 hours
  2. customThe precipitate which results
  3. filtrationis filtered off with suction
  4. washwashed with water

Sources & evidence

ORD record
ord-d9eae786f2db4fb7b003700749c0f6d6
Source dataset
uspto-grants-1990_10
Patent number
US04960453

Reaction notes

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