5-chloro-1-phenylpentan-1-one

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 mixture of 27.6 g (0.1 mole) of α,α-diphenyl-4-piperidinemethanol, 21.6 g (0.11 mole) of 5-chlorovalerophenone, 20 g of potassium bicarbonate, and 0.1 g of potassium iodide in 300 ml of toluene and 25 ml of water is stirred and refluxed for 136 hours then worked up by the procedure described in Examples 2 and 3 to give 5-[4-(α-hydroxy-α-phenylbenzyl)piperidino]valerophenone hydrochloride, M.P. 162°-164°C. refluxed for 136 hours

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

Procedure: A mixture of 27.6 g (0.1 mole) of α,α-diphenyl-4-piperidinemethanol, 21.6 g (0.11 mole) of 5-chlorovalerophenone, 20 g of potassium bicarbonate, and 0.1 g of potassium iodide in 300 ml of toluene and 25 ml of water is stirred and refluxed for 136 hours then worked up by the procedure described in Examples 2 and 3 to give 5-[4-(α-hydroxy-α-phenylbenzyl)piperidino]valerophenone hydrochloride, M.P. 162°-164°C. refluxed for 136 hours

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

Procedure: A mixture of 27.6 g (0.1 mole) of α,α-diphenyl-4-piperidinemethanol, 21.6 g (0.11 mole) of 5-chlorovalerophenone, 20 g of potassium bicarbonate, and 0.1 g of potassium iodide in 300 ml of toluene and 25 ml of water is stirred and refluxed for 136 hours then worked up by the procedure described in Examples 2 and 3 to give 5-[4-(α-hydroxy-α-phenylbenzyl)piperidino]valerophenone hydrochloride, M.P. 162°-164°C. refluxed for 136 hours

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

Procedure: A mixture of 27.6 g (0.1 mole) of α,α-diphenyl-4-piperidinemethanol, 21.6 g (0.11 mole) of 5-chlorovalerophenone, 20 g of potassium bicarbonate, and 0.1 g of potassium iodide in 300 ml of toluene and 25 ml of water is stirred and refluxed for 136 hours then worked up by the procedure described in Examples 2 and 3 to give 5-[4-(α-hydroxy-α-phenylbenzyl)piperidino]valerophenone hydrochloride, M.P. 162°-164°C. refluxed for 136 hours

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: Prepared by Procedure K and Scheme B1 using 5-chloro-1-phenyl-1-pentanone and 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide: ESMS m/e: 407.1 (M+H)+. Prepared by Procedure K and Scheme B1

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

Procedure: Prepared by Procedure K and Scheme B1 using 5-chloro-1-phenyl-1-pentanone and 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide: ESMS m/e: 407.1 (M+H)+. Prepared by Procedure K and Scheme B1

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

Procedure: Aluminum chloride (16 g, 0.12 mol) is suspended in carbon tetrachloride (80 ml). To the suspension is added dropwise 4-chlorovaleric acid chloride (18.6 g, 0.12 mol) with ice-cooling. The mixture is stirred for 15 minutes and benzene (7.8 g, 0.1 mol) is added dropwise to the mixture at below 5° C. Stirring is continued at the same temperature for 1 hour. The mixture is poured into ice-hydrochloric acid and extracted with chloroform. The chloroform layer is washed with water, saturated aqueous sodium bicarbonate, water and then saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. Chloroform is distilled off and the resulting crude crystals are recrystallized from hexane to obtain 4-chlorobutyl phenyl ketone (8.3 g) as colorless flakes, m.p. 49°-50° C. cooling Stirring is continued at the same temperature for 1 hour extracted with chloroform The chloroform layer is washed with water, saturated aqueous sodium bicarbonate, water saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate Chloroform is distilled off the resulting crude crystals are recrystallized from hexane

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

Procedure: A mixture of 27.6 g (0.1 mole) of α,α-diphenyl-4-piperidinemethanol, 21.6 g (0.11 mole) of 5-chlorovalerophenone, 20 g of potassium bicarbonate, and 0.1 g of potassium iodide in 300 ml of toluene and 25 ml of water is stirred and refluxed for 136 hours then worked up by the procedure described in Examples 2 and 3 to give 5-[4-(α-hydroxy-α-phenylbenzyl)piperidino]valerophenone hydrochloride, M.P. 162°-164°C. refluxed for 136 hours