2-phenyl-3-pyrrolidin-1-ylpropan-1-ol

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 2-phenyl-3-pyrrolidin-1-yl propan-1-ol (3.4 mmol) in THF (10 mL) is successively added phthalimide (4.1 mmol), triphenylphosphine (5.1 mmol) and diethyl azodicarboxylate (5.1 mmol) at 0° C., then the mixture is stirred at 0° C. for 1.5 h. After dilution with water, the mixture is acidified to pH<3 with aq. KHSO4 then washed with AcOEt. The aqueous layer basified to pH>11 with sat aq. NaHCO3 then extracted with AcOEt. The organic extracts are washed with water and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue is triturated with ether to give 2-(2-phenyl-3-pyrrolidin-1-yl propyl)isoindole-1,3-dione, which is directly used for the next reaction without further purification. at 0° C. then washed with AcOEt then extracted with AcOEt The organic extracts are washed with water and brine dried over Na2SO4 filtered concentrated in vacuo The residue is triturated with ether

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of LAH (10 mmol) in THF (50 mL) is added 3-hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one (5 mmol) at 0° C. The reaction mixture is stirred at 0° C. for 1.5 h. After cooled down to 0° C., the reaction is quenched by the addition of Na2SO4-10H2O. The resulting mixture is filtered through celite, and the filtrate is concentrated in vacuo to give 2-phenyl-3-pyrrolidin-1-yl propan-1-ol, which is directly used for the next reaction without further purification. After cooled down to 0° C. the reaction is quenched by the addition of Na2SO4-10H2O The resulting mixture is filtered through celite the filtrate is concentrated in vacuo

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of LAH (10 mmol) in THF (50 mL) is added 3-hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one (5 mmol) at 0° C. The reaction mixture is stirred at 0° C. for 1.5 h. After cooled down to 0° C., the reaction is quenched by the addition of Na2SO4-10H2O. The resulting mixture is filtered through celite, and the filtrate is concentrated in vacuo to give 2-phenyl-3-pyrrolidin-1-yl propan-1-ol, which is directly used for the next reaction without further purification. After cooled down to 0° C. the reaction is quenched by the addition of Na2SO4-10H2O The resulting mixture is filtered through celite the filtrate is concentrated in vacuo

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 2-phenyl-3-pyrrolidin-1-yl propan-1-ol (3.4 mmol) in THF (10 mL) is successively added phthalimide (4.1 mmol), triphenylphosphine (5.1 mmol) and diethyl azodicarboxylate (5.1 mmol) at 0° C., then the mixture is stirred at 0° C. for 1.5 h. After dilution with water, the mixture is acidified to pH<3 with aq. KHSO4 then washed with AcOEt. The aqueous layer basified to pH>11 with sat aq. NaHCO3 then extracted with AcOEt. The organic extracts are washed with water and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue is triturated with ether to give 2-(2-phenyl-3-pyrrolidin-1-yl propyl)isoindole-1,3-dione, which is directly used for the next reaction without further purification. at 0° C. then washed with AcOEt then extracted with AcOEt The organic extracts are washed with water and brine dried over Na2SO4 filtered concentrated in vacuo The residue is triturated with ether

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of LAH (10 mmol) in THF (50 mL) is added 3-hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one (5 mmol) at 0° C. The reaction mixture is stirred at 0° C. for 1.5 h. After cooled down to 0° C., the reaction is quenched by the addition of Na2SO4-10H2O. The resulting mixture is filtered through celite, and the filtrate is concentrated in vacuo to give 2-phenyl-3-pyrrolidin-1-yl propan-1-ol, which is directly used for the next reaction without further purification. After cooled down to 0° C. the reaction is quenched by the addition of Na2SO4-10H2O The resulting mixture is filtered through celite the filtrate is concentrated in vacuo