3-piperidin-1-ylpropanal

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The above aldehyde (1 equiv) is mixed with NaCN (1.1 equiv), NH4Cl (1.1 equiv) are mixed together in 2 Molar NH3/MeOH (4 equiv NH3). The flask is fitted with a reflux condenser and the mixture is refluxed. At the end of each of the first 3 h an additional equivalent of NH3 in MeOH is added. The reaction mixture is cooled and the excess solids are filtered away on a frit. The filtrate is concentrated by rotary evaporation and the residue is triturated with diethyl ether and the mixture is filtered again. The filtrate is concentrated on a rotovap. The product is purified, if necessary, by flash chromatography on silica with EtOAc/hexanes as an eluent to yield 1-amino-1-cyano-3-(piperid-1-yl)-propane. The flask is fitted with a reflux condenser the mixture is refluxed The reaction mixture is cooled the excess solids are filtered away on a frit The filtrate is concentrated by rotary evaporation the residue is triturated with diethyl ether the mixture is filtered again The filtrate is concentrated on a rotovap The product is purified

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The above aldehyde (1 equiv) is mixed with NaCN (1.1 equiv), NH4Cl (1.1 equiv) are mixed together in 2 Molar NH3/MeOH (4 equiv NH3). The flask is fitted with a reflux condenser and the mixture is refluxed. At the end of each of the first 3 h an additional equivalent of NH3 in MeOH is added. The reaction mixture is cooled and the excess solids are filtered away on a frit. The filtrate is concentrated by rotary evaporation and the residue is triturated with diethyl ether and the mixture is filtered again. The filtrate is concentrated on a rotovap. The product is purified, if necessary, by flash chromatography on silica with EtOAc/hexanes as an eluent to yield 1-amino-1-cyano-3-(piperid-1-yl)-propane. The flask is fitted with a reflux condenser the mixture is refluxed The reaction mixture is cooled the excess solids are filtered away on a frit The filtrate is concentrated by rotary evaporation the residue is triturated with diethyl ether the mixture is filtered again The filtrate is concentrated on a rotovap The product is purified

反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The above amide (1 equiv) is dissolved in dry THF and the solution is cooled to −78° C. Solid LAH (0.5 equiv) is carefully added. The reaction mixture is then immersed in an ice-bath at 0° C. and stirred 30 min. The reaction is quenched by the addition of EtOAc followed by water. The mixture is diluted with Et2O and the layers are separated. The organic is washed with brine, dried over Na2SO4, decanted and concentrated to yield 3-(piperid-1-yl)-propanal which is used immediately in the next step. The reaction mixture is then immersed in an ice-bath at 0° C. The reaction is quenched by the addition of EtOAc The mixture is diluted with Et2O the layers are separated The organic is washed with brine dried over Na2SO4 decanted concentrated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The above aldehyde (1 equiv) is mixed with NaCN (1.1 equiv), NH4Cl (1.1 equiv) are mixed together in 2 Molar NH3/MeOH (4 equiv NH3). The flask is fitted with a reflux condenser and the mixture is refluxed. At the end of each of the first 3 h an additional equivalent of NH3 in MeOH is added. The reaction mixture is cooled and the excess solids are filtered away on a frit. The filtrate is concentrated by rotary evaporation and the residue is triturated with diethyl ether and the mixture is filtered again. The filtrate is concentrated on a rotovap. The product is purified, if necessary, by flash chromatography on silica with EtOAc/hexanes as an eluent to yield 1-amino-1-cyano-3-(piperid-1-yl)-propane. The flask is fitted with a reflux condenser the mixture is refluxed The reaction mixture is cooled the excess solids are filtered away on a frit The filtrate is concentrated by rotary evaporation the residue is triturated with diethyl ether the mixture is filtered again The filtrate is concentrated on a rotovap The product is purified

反応条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The above amide (1 equiv) is dissolved in dry THF and the solution is cooled to −78° C. Solid LAH (0.5 equiv) is carefully added. The reaction mixture is then immersed in an ice-bath at 0° C. and stirred 30 min. The reaction is quenched by the addition of EtOAc followed by water. The mixture is diluted with Et2O and the layers are separated. The organic is washed with brine, dried over Na2SO4, decanted and concentrated to yield 3-(piperid-1-yl)-propanal which is used immediately in the next step. The reaction mixture is then immersed in an ice-bath at 0° C. The reaction is quenched by the addition of EtOAc The mixture is diluted with Et2O the layers are separated The organic is washed with brine dried over Na2SO4 decanted concentrated