1-[4-chloro-2-(trifluoromethyl)phenyl]-2-methylpropan-1-ol

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A Grignard is prepared from 1.77 g (73 mmol) of iodine-activated magnesium and 18.70 g (72 mmol) 1-bromo-4-chloro-2-trifluoromethyl-benzene dissolved in 150 mL diethyl ether. 5.46 g (72 mmol) isobutyraldehyde in 30 mL diethyl ether are added dropwise to the Grignard reagent at ambient temperature. After the addition has ended the reaction mixture is refluxed for 30 minutes and then stirred overnight at ambient temperature. It is combined with ice water and acidified with hydrochloric acid. The aqueous phase is separated off and extracted with diethyl ether. The organic phases are combined, dried with sodium sulphate and evaporated down. The residue is chromatographed on a silica gel column (petroleum ether/ethyl acetate=9:1). 10.5 g of oil. After the addition is refluxed for 30 minutes The aqueous phase is separated off extracted with diethyl ether dried with sodium sulphate evaporated down The residue is chromatographed on a silica gel column (petroleum ether/ethyl acetate=9:1)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.00 g (42 mmol) 1-(4-chloro-2-trifluoromethyl-phenyl)-2-methyl-propan-1-ol and 2.5 g p-toluenesulphonic acid monohydrate in 200 mL toluene are refluxed overnight, while the water formed is captured using a water separator. The reaction mixture is left to cool, combined with water and the organic phase is separated off. It is extracted with toluene and the organic phases are combined and evaporated down. The residue is added to a short silica gel column and eluted with hexane. Colourless oil. formed The reaction mixture is left to cool the organic phase is separated off It is extracted with toluene evaporated down The residue is added to a short silica gel column eluted with hexane

Conditions: temp:0.00; pressure:0.00; stir: