Pinacolone → HCID 5148256, compound

HRID 345453Notes

Reaction equation

HRID 345453 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>C(O)C.[OH-].[Na+]>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[CH:11][C:12]([C:13]([CH3:16])([CH3:15])[CH3:14])=[O:17]

Participants

5

Reactant 2

HCID 6416PinacoloneHCID 134042,4-Dichlorobenzaldehyde

Product 1

HCID 5148256HCID 5148256, compoundYield 82.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
20 °C

Procedure

87.5 g of 2,4-dichlorobenzaldehyde are added slowly to a solution of 50 g of pinacolone in 200 ml of ethanol and 1 ml of sodium hydroxide solution (50% by weight), keeping the internal temperature at 30° C. or below. The mixture is stirred at 20° C. for 24 hours and then the precipitate is filtered off with suction and dried. 105.5 g (82%) of tert-butyl 2,4-dichlorostyryl ketone are obtained.

Workup

  1. customat 30° C. or below
  2. filtrationthe precipitate is filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-735ad3a557b741fc882a2501093c0a55
Source dataset
uspto-grants-1991_10
Patent number
US05057532

Reaction notes

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