2-Methylcyclohexanone → HCID 54029495, compound

HRID 1599796Notes

Reaction equation

HRID 1599796 reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:5]=1[CH:6]=O.[CH3:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C:15]1=[O:20]>O>[CH3:13][CH:14]1[CH2:19][CH2:18][CH2:17][C:16](=[CH:6][C:5]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:4]=2[Cl:3])[C:15]1=[O:20]

Participants

5

Reactant 3

HCID 114192-MethylcyclohexanoneHCID 134042,4-DichlorobenzaldehydeHCID 14797Potassium Hydroxide

Product 1

HCID 54029495HCID 54029495, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A solution of 1.5 g of 85% strength aqueous potassium hydroxide solution in 135 ml of water was charged to a 0.31 stainless-steel autoclave, and then 47.5 g of 2,4-dichlorobenzaldehyde and 30.5 g of 2-methylcyclohexanone were added, and the mixture was subsequently heated to 150° C. under the intrinsic pressure (to 3.8 bar). Stirring was subsequently carried out at this temperature for 10 hours. After cooling to room temperature, the suspension was filtered with suction and the solid product was washed to neutrality with water and dried in a vacuum oven at 55° C. In this way 62.8 g of 2-methyl-6-(2,4-dichlorobenzylidene)-cyclohexanone (99.5% pure) were obtained. This corresponds to a yield of 86% of theory.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe suspension was filtered with suction
  3. washthe solid product was washed
  4. customdried in a vacuum oven at 55° C

Sources & evidence

ORD record
ord-24ec4f0398a94efda35ca6c298ba461c
Source dataset
uspto-grants-1998_04
Patent number
US05741937

Reaction notes

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