Potassium Carbonate → 2-(4-chlorophenyl)-5,5-dimethyl-1-Cyclohexene-1-carboxaldehyde

HRID 1920385Notes

Reaction equation

HRID 1920385 reaction equation
Cl[C:2]1[CH2:7][CH2:6][C:5]([CH3:9])([CH3:8])[CH2:4][C:3]=1[CH:10]=[O:11].[Cl:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:2]2[CH2:7][CH2:6][C:5]([CH3:9])([CH3:8])[CH2:4][C:3]=2[CH:10]=[O:11])=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 742994-Chlorophenylboronic acidHCID 137424062-Chloro-5,5-dimethyl-1-cyclohexenecarbaldehyde

Product 1

HCID 445943302-(4-chlorophenyl)-5,5-dimethyl-1-Cyclohexene-1-carboxaldehyde

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 167845palladium(II) acetateCatalyst

Procedure

reacting the 2-chloro-5,5-dimethylcyclohex-1-enecarbaldehyde, 4-chlorophenylboronic acid, tetrabutyl ammonium bromide, potassium carbonate, and palladium (II) acetate at about 20° C. to 45° C. to provide 2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-ene-1-carbaldehyde and isolating or not isolating the 2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-ene-1-carbaldehyde.

Workup

  1. customat about 20° C. to 45° C.

Sources & evidence

ORD record
ord-b760b22448ea49c9b5749e09104584a4
Source dataset
uspto-grants-2012_05
Patent number
US08168784B2

Reaction notes

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