Acetone → trans-4-(2,3,6-Trichlorophenyl)-3-buten-2-one

HRID 380937Notes

Reaction equation

HRID 380937 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=O.[OH-].[Na+].[CH3:14][C:15]([CH3:17])=[O:16]>O>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([Cl:11])[C:3]=1/[CH:4]=[CH:14]/[C:15](=[O:16])[CH3:17]

Participants

5

Reactant 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 207812,3,6-Trichlorobenzaldehyde

Product 1

HCID 18366206trans-4-(2,3,6-Trichlorophenyl)-3-buten-2-oneYield 92.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using the method of Example 1 step 1: To 5.0 g (23.9 mmole) of 2,3,6-trichloro benzaldehyde in 20 ml acetone, was added 2.3 g 50% aqueous NaOH (28.7 mmole) in 100 ml water; After 4 hours the reaction mixture was worked u to give 5.5 g of the trans-4-(2,3,6-trichlorophenyl)-3-buten-2-one as a yellow oil with solid in a 92.3% yield (99% purity by GLC).

Sources & evidence

ORD record
ord-2dcd95770f0b427383d057c8bcf58aec
Source dataset
uspto-grants-2001_10
Patent number
US06303818B1

Reaction notes

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