Acetone → 4-(3,4-Dichlorophenyl)-3-buten-2-one

HRID 1578080Notes

Reaction equation

HRID 1578080 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH:5]=O.[OH-].[Na+].[CH3:13][C:14]([CH3:16])=[O:15]>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH:5]=[CH:13][C:14](=[O:15])[CH3:16]

Participants

5

Reactant 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 227103,4-Dichlorobenzaldehyde

Product 1

HCID 3265634-(3,4-Dichlorophenyl)-3-buten-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 14 g of 3,4-dichlorobenzaldehyde in 65 ml of acetone is diluted with 435 ml of water and treated with a solution of 5 g of sodium hydroxide in 50 ml of water. The mixture is stirred for 48 hr, extracted with benzene, dried and concentrated in vacuo to give 3,4-dichlorobenzalacetone as an oil which crystallizes on standing.

Workup

  1. extractionextracted with benzene
  2. customdried
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0dcbe057e8f0458fa068910268ec80f0
Source dataset
uspto-grants-1981_09
Patent number
US04291034

Reaction notes

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