w-Bromo-4-Hydroxyacetophenone

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

Procedure: In the condensation step, the condensation reaction between 2-bromo-4'-hydroxypropiophenone and 4-benzylpyridine is smoothly promoted in the presence of methanol and/or ethanol whereby a ketone compound of the general formula: ##STR2## i.e. 4-benzyl-1-[1-(4-hydroxyphenylcarbonyl)ethyl]-pyridinium bromide is formed in the reaction mixture. The time and the temperature adopted for the condensation reaction are usually 3-6 hours and 60°-90° C., respectively. The reaction mixture thus obtained is directly subjected as such, without isolating the above condensation product, to the catalytic reduction in the subsequent step. In this case, an additional amount of methanol and/or ethanol may be supplied to the reaction mixture. In the condensation step

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

Procedure: In the condensation step, the condensation reaction between 2-bromo-4'-hydroxypropiophenone and 4-benzylpyridine is smoothly promoted in the presence of methanol and/or ethanol whereby a ketone compound of the general formula: ##STR2## i.e. 4-benzyl-1-[1-(4-hydroxyphenylcarbonyl)ethyl]-pyridinium bromide is formed in the reaction mixture. The time and the temperature adopted for the condensation reaction are usually 3-6 hours and 60°-90° C., respectively. The reaction mixture thus obtained is directly subjected as such, without isolating the above condensation product, to the catalytic reduction in the subsequent step. In this case, an additional amount of methanol and/or ethanol may be supplied to the reaction mixture. In the condensation step

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

Procedure: In the condensation step, the condensation reaction between 2-bromo-4'-hydroxypropiophenone and 4-benzylpyridine is smoothly promoted in the presence of methanol and/or ethanol whereby a ketone compound of the general formula: ##STR2## i.e. 4-benzyl-1-[1-(4-hydroxyphenylcarbonyl)ethyl]-pyridinium bromide is formed in the reaction mixture. The time and the temperature adopted for the condensation reaction are usually 3-6 hours and 60°-90° C., respectively. The reaction mixture thus obtained is directly subjected as such, without isolating the above condensation product, to the catalytic reduction in the subsequent step. In this case, an additional amount of methanol and/or ethanol may be supplied to the reaction mixture. In the condensation step

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

Conditions: temp:30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Ethoxyethene (3.148 g, 43.655 mmol) and TFA (0.249 g, 2.183 mmol) was added to a suspension of 2-bromo-1-(4-hydroxyphenyl)propan-1-one (5.000 g, 21.827 mmol) in toluene (50 ml) at rt. The reaction mixture was stirred at 30° C. for 2 h and 30 min. The solvent was evaporated to yield the product as an oil (6.83 g, 100%). The solvent was evaporated

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

Procedure: In the condensation step, the condensation reaction between 2-bromo-4'-hydroxypropiophenone and 4-benzylpyridine is smoothly promoted in the presence of methanol and/or ethanol whereby a ketone compound of the general formula: ##STR2## i.e. 4-benzyl-1-[1-(4-hydroxyphenylcarbonyl)ethyl]-pyridinium bromide is formed in the reaction mixture. The time and the temperature adopted for the condensation reaction are usually 3-6 hours and 60°-90° C., respectively. The reaction mixture thus obtained is directly subjected as such, without isolating the above condensation product, to the catalytic reduction in the subsequent step. In this case, an additional amount of methanol and/or ethanol may be supplied to the reaction mixture. In the condensation step