4-[(4-methylphenyl)methyl]piperidine

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:

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

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

Procedure: 13.7 g (0.05 mol) of 2-chloro-4'-(4-benzyloxyphenyl)-propiophenone are added to a solution of 9.4 g (0.05 mol) of 4-(4-methylbenzyl)-piperidine in 50 ml of ethanol, 5.3 g (0.05 mol) of sodium carbonate are then added and the mixture is heated under reflux for 3 and a half hours and left to stand overnight. The inorganic precipitate is filtered off, the ethanol is evaporated off, the oily residue is taken up in acetone and the acetone is evaporated off. The residual oil is chromatographed on 80 g of silica using acetone as the eluant, and 21 g of an oil used as such in the subsequent reduction, are collected. are then added the mixture is heated under reflux for 3 and a half hours left The inorganic precipitate is filtered off the ethanol is evaporated off the acetone is evaporated off The residual oil is chromatographed on 80 g of silica are collected

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

Procedure: 5.9 g (0.022 mol) of 2-bromo-4'-methoxy-3',5'-dimethylpropiophenone are dissolved in 30 ml of ethanol, 4.2 g (0.022 mol) of 4-(4-methylbenzyl)-piperidine and then 2.12 g (0.02 mol) of sodium carbonate are added and the mixture is heated under reflux for 2 hours. It is left to cool, the inorganic precipitate is filtered off and the filtrate is evaporated. The residual oil is purified by chromatography on silica using acetone as the eluant. This gives 8 g of a product, which is used as such. the mixture is heated under reflux for 2 hours It is left to cool the inorganic precipitate is filtered off the filtrate is evaporated The residual oil is purified by chromatography on silica

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

Procedure: 5.4 g (0.05 mol) of sodium carbonate are added to a mixture of 13.65 g (0.05 mol) of 2-bromo-3',4'-dimethoxypropiophenone and 9.46 g (0.05 mol) of 4-(4-methylbenzyl)-piperidine in 50 ml of ethanol and the mixture is heated under reflux for 3 hours. It is then evaporated to dryness and the residue is passed through a column of silica using acetone as the eluant. This gives an oil, which is used as such. the mixture is heated under reflux for 3 hours It is then evaporated to dryness This gives an oil, which

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

Procedure: 7.57 g (0.04 mol) of 4-(4-methylbenzyl)-piperidine are introduced into 35 ml of ethanol, 9.15 g (0.04 mol) of 2-bromo-4'-hydroxypropiophenone and then 4.24 g (0.04 mol) of sodium carbonate are added and the mixture is heated under reflux for 2 hours. It is then cooled with an ice bath and 200 ml of iced water and 100 ml of toluene are added. The mixture is stirred and left to separate and the organic phase is separated off. The aqueous phase is extracted three times with 100 ml of toluene. The organic phases are combined, washed, dried and then evaporated. This gives 13 g of a pasty oil, which is purified by chromatography on silica using acetone as the eluant. 10 g of a pale oil are collected, which is used as such in the subsequent reduction. the mixture is heated under reflux for 2 hours It is then cooled with an ice bath left to separate the organic phase is separated off The aqueous phase is extracted three times with 100 ml of toluene washed dried evaporated This gives 13 g of a pasty oil, which is purified by chromatography on silica 10 g of a pale oil are collected

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

Procedure: 7.57 g (0.04 mol) of 4-(4-methylbenzyl)-piperidine are introduced into 35 ml of ethanol, 9.15 g (0.04 mol) of 2-bromo-4'-hydroxypropiophenone and then 4.24 g (0.04 mol) of sodium carbonate are added and the mixture is heated under reflux for 2 hours. It is then cooled with an ice bath and 200 ml of iced water and 100 ml of toluene are added. The mixture is stirred and left to separate and the organic phase is separated off. The aqueous phase is extracted three times with 100 ml of toluene. The organic phases are combined, washed, dried and then evaporated. This gives 13 g of a pasty oil, which is purified by chromatography on silica using acetone as the eluant. 10 g of a pale oil are collected, which is used as such in the subsequent reduction. the mixture is heated under reflux for 2 hours It is then cooled with an ice bath left to separate the organic phase is separated off The aqueous phase is extracted three times with 100 ml of toluene washed dried evaporated This gives 13 g of a pasty oil, which is purified by chromatography on silica 10 g of a pale oil are collected

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

Procedure: 7.57 g (0.04 mol) of 4-(4-methylbenzyl)-piperidine are introduced into 35 ml of ethanol, 9.15 g (0.04 mol) of 2-bromo-4'-hydroxypropiophenone and then 4.24 g (0.04 mol) of sodium carbonate are added and the mixture is heated under reflux for 2 hours. It is then cooled with an ice bath and 200 ml of iced water and 100 ml of toluene are added. The mixture is stirred and left to separate and the organic phase is separated off. The aqueous phase is extracted three times with 100 ml of toluene. The organic phases are combined, washed, dried and then evaporated. This gives 13 g of a pasty oil, which is purified by chromatography on silica using acetone as the eluant. 10 g of a pale oil are collected, which is used as such in the subsequent reduction. the mixture is heated under reflux for 2 hours It is then cooled with an ice bath left to separate the organic phase is separated off The aqueous phase is extracted three times with 100 ml of toluene washed dried evaporated This gives 13 g of a pasty oil, which is purified by chromatography on silica 10 g of a pale oil are collected