No renderable structure data available
C1CCN(CC1)CCC(=O)NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-piperidin-1-ylpropanamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 4269-30-1 |
| Database ID | 566784 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-piperidin-1-ylpropanamide (CAS 4269-30-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 566784
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a9f2591a729d40428260f17b16ee6fcdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To an ice-cooled suspension of LiAlH4 (10.31 g, 0.27 mole) in THF (100 ml), a solution of 1-piperidine-propanamide, 4-(diphenylmethylene) 29.01 g, 0.091 mole) in THF (100 ml) was added dropwise. After stirring for 0.5 hours, the ice-bath was removed, the reaction mixture refluxed for six hours, quenched (EtOAc and 10% NaOH) and the resulting granular precipitate removed by filtration. The filtrate was concentrated to ca 20 ml, dissolved in CHCl3, washed with H2O, and the solvent removed to give a yellow-green oil. This was dissolved in MeOH, treated with HCl gas and the solvent evaporated. The residue crystallized from CH2Cl2 --Et2O to give 1-piperidinepropaneamine, 4-(diphenylmethylene)dihydrochloride hemihydrate as white solid in quantitative yield; mp 249°-252° C. the ice-bath was removed the reaction mixture refluxed for six hours quenched (EtOAc and 10% NaOH) the resulting granular precipitate removed by filtration The filtrate was concentrated to ca 20 ml dissolved in CHCl3 washed with H2O the solvent removed to give a yellow-green oil the solvent evaporated The residue crystallized from CH2Cl2
Source ID: ord-8d9af240f58c422e80f73433d1a3634fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of piperidine, 4-(diphenylmethylene) (0.10 mole) and acrylamide (8.95 g, 0.062 mole) in EtOH (50 ml) was refluxed overnight. This reaction mixture was filtered and concentrated. The resulting while solid residue was dissolved in CHCl3, washed with H2O (3×150 ml), dried (Na2SO4) and the solvent removed to give thick yellow oil. Crystallization from CH2Cl2 --i--Pr2O afforded 29.01 g (75%) of 1-piperidinepropanamide, 4-(diphenylmethylene)-; mp 105°-7° C. This reaction mixture was filtered concentrated The resulting while solid residue was dissolved in CHCl3 washed with H2O (3×150 ml) dried (Na2SO4) the solvent removed to give thick yellow oil Crystallization from CH2Cl2
Source ID: ord-41cfecc7b47843609ffcb8f699a8479dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To an ice-cooled suspension of LiAlH4 (10.31 g, 0.27 mole) in THF (100 ml), a solution of 1-piperidine-propanamide, 4-(diphenylmethylene) 29.01 g, 0.091 mole) in THF (100 ml) was added dropwise. After stirring for 0.5 hours, the ice-bath was removed, the reaction mixture refluxed for six hours, quenched (EtOAc and 10% NaOH) and the resulting granular precipitate removed by filtration. The filtrate was concentrated to ca 20 ml, dissolved in CHCl3, washed with H2O, and the solvent removed to give a yellow-green oil. This was dissolved in MeOH, treated with HCl gas and the solvent evaporated. The residue crystallized from CH2Cl2 -Et2O to give 1-piperidinepropaneamine, 4-(diphenylmethylene)dihydrochloride hemihydrate as white solid in quantitative yield; mp 249°-252° C. the ice-bath was removed the reaction mixture refluxed for six hours quenched (EtOAc and 10% NaOH) the resulting granular precipitate removed by filtration The filtrate was concentrated to ca 20 ml dissolved in CHCl3 washed with H2O the solvent removed to give a yellow-green oil the solvent evaporated The residue crystallized from CH2Cl2 -Et2O
Source ID: ord-53ccc46cc5d045bf875dfa360a02ca33Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of piperidine, 4-(diphenylmethylene) (0.10 mole) and acrylamide (8.95 g, 0.062 mole) in EtOH (50 ml) was refluxed overnight. This reaction mixture was filtered and concentrated. The resulting while solid residue was dissolved in CHCl3, washed with H2O (3×150 ml), dried (Na2SO4) and the solvent removed to give thick yellow oil. Crystallization from CH2Cl2 -i-Pr2O afforded 29.01 g (75%) of 1-piperidinepropanamide, 4-(diphenylmethylene)-; mp 105°-7° C. This reaction mixture was filtered concentrated The resulting while solid residue was dissolved in CHCl3 washed with H2O (3×150 ml) dried (Na2SO4) the solvent removed to give thick yellow oil Crystallization from CH2Cl2 -i-Pr2O
Source ID: ord-39f2da17e16546b2a672e6b72d578ef8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of piperidine, 4-(diphenylmethylene) (0.10 mole) and acrylamide (8.95 g, 0.062 mole) in EtOH (50 ml) was refluxed overnight. This reaction mixture was filtered and concentrated. The resulting while solid residue was dissolved in CHCl3, washed with H2O (3×150 ml), dried (Na2SO4) and the solvent removed to give thick yellow oil. Crystallization from CH2Cl2 -i-Pr2O afforded 29.01 g (75%) of 1-piperidinepropanamide, 4-(diphenylmethylene)-; mp 105°-7° C. This reaction mixture was filtered concentrated The resulting while solid residue was dissolved in CHCl3 washed with H2O (3×150 ml) dried (Na2SO4) the solvent removed to give thick yellow oil Crystallization from CH2Cl2 -i-Pr2O
Source ID: ord-39f2da17e16546b2a672e6b72d578ef8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To an ice-cooled suspension of LiAlH4 (10.31 g, 0.27 mole) in THF (100 ml), a solution of 1-piperidine-propanamide, 4-(diphenylmethylene) 29.01 g, 0.091 mole) in THF (100 ml) was added dropwise. After stirring for 0.5 hours, the ice-bath was removed, the reaction mixture refluxed for six hours, quenched (EtOAc and 10% NaOH) and the resulting granular precipitate removed by filtration. The filtrate was concentrated to ca 20 ml, dissolved in CHCl3, washed with H2O, and the solvent removed to give a yellow-green oil. This was dissolved in MeOH, treated with HCl gas and the solvent evaporated. The residue crystallized from CH2Cl2 --Et2O to give 1-piperidinepropaneamine, 4-(diphenylmethylene)dihydrochloride hemihydrate as white solid in quantitative yield; mp 249°-252° C. the ice-bath was removed the reaction mixture refluxed for six hours quenched (EtOAc and 10% NaOH) the resulting granular precipitate removed by filtration The filtrate was concentrated to ca 20 ml dissolved in CHCl3 washed with H2O the solvent removed to give a yellow-green oil the solvent evaporated The residue crystallized from CH2Cl2
Source ID: ord-8d9af240f58c422e80f73433d1a3634fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of piperidine, 4-(diphenylmethylene) (0.10 mole) and acrylamide (8.95 g, 0.062 mole) in EtOH (50 ml) was refluxed overnight. This reaction mixture was filtered and concentrated. The resulting while solid residue was dissolved in CHCl3, washed with H2O (3×150 ml), dried (Na2SO4) and the solvent removed to give thick yellow oil. Crystallization from CH2Cl2 --i--Pr2O afforded 29.01 g (75%) of 1-piperidinepropanamide, 4-(diphenylmethylene)-; mp 105°-7° C. This reaction mixture was filtered concentrated The resulting while solid residue was dissolved in CHCl3 washed with H2O (3×150 ml) dried (Na2SO4) the solvent removed to give thick yellow oil Crystallization from CH2Cl2
Source ID: ord-41cfecc7b47843609ffcb8f699a8479dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a9f2591a729d40428260f17b16ee6fcdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To an ice-cooled suspension of LiAlH4 (10.31 g, 0.27 mole) in THF (100 ml), a solution of 1-piperidine-propanamide, 4-(diphenylmethylene) 29.01 g, 0.091 mole) in THF (100 ml) was added dropwise. After stirring for 0.5 hours, the ice-bath was removed, the reaction mixture refluxed for six hours, quenched (EtOAc and 10% NaOH) and the resulting granular precipitate removed by filtration. The filtrate was concentrated to ca 20 ml, dissolved in CHCl3, washed with H2O, and the solvent removed to give a yellow-green oil. This was dissolved in MeOH, treated with HCl gas and the solvent evaporated. The residue crystallized from CH2Cl2 -Et2O to give 1-piperidinepropaneamine, 4-(diphenylmethylene)dihydrochloride hemihydrate as white solid in quantitative yield; mp 249°-252° C. the ice-bath was removed the reaction mixture refluxed for six hours quenched (EtOAc and 10% NaOH) the resulting granular precipitate removed by filtration The filtrate was concentrated to ca 20 ml dissolved in CHCl3 washed with H2O the solvent removed to give a yellow-green oil the solvent evaporated The residue crystallized from CH2Cl2 -Et2O
Source ID: ord-f66a2e0a11f44a9d9c2a3de90b255b35Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of piperidine, 4-(diphenylmethylene) (0.10 mole) and acrylamide (8.95 g, 0.062 mole) in EtOH (50 ml) was refluxed overnight. This reaction mixture was filtered and concentrated. The resulting while solid residue was dissolved in CHCl3, washed with H2O (3×150 ml), dried (Na2SO4) and the solvent removed to give thick yellow oil. Crystallization from CH2Cl2 -i-Pr2O afforded 29.01 g (75%) of 1-piperidinepropanamide, 4-(diphenylmethylene)-; mp 105°-7° C. This reaction mixture was filtered concentrated The resulting while solid residue was dissolved in CHCl3 washed with H2O (3×150 ml) dried (Na2SO4) the solvent removed to give thick yellow oil Crystallization from CH2Cl2 -i-Pr2O
Source ID: ord-8bf961753ad04513b15f88c9ff8e8067Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To an ice-cooled suspension of LiAlH4 (10.31 g, 0.27 mole) in THF (100 ml), a solution of 1-piperidine-propanamide, 4-(diphenylmethylene) 29.01 g, 0.091 mole) in THf (100 ml) was added dropwise. After stirring for 0.5 hours, the ice-bath was removed, the reaction mixture refluxed for six hours, quenched (EtOAc and 10% NaOH) and the resulting granular precipitate removed by filtration. The filtrate was concentrated to ca 20 ml, dissolved in CHCl3, washed with H2O, and the solvent removed to give a yellow-green oil. This was dissolved in MeOH, treated with HCl gas and the solvent evaporated. The residue crystallized from CH2Cl2 -Et2O to give 1-piperidinepropaneamine, 4-(diphenylmethylene)dihydrochloride hemihydrate as white solid in quantitative yield; mp 249°-252° C. the ice-bath was removed the reaction mixture refluxed for six hours quenched (EtOAc and 10% NaOH) the resulting granular precipitate removed by filtration The filtrate was concentrated to ca 20 ml dissolved in CHCl3 washed with H2O the solvent removed to give a yellow-green oil the solvent evaporated The residue crystallized from CH2Cl2 -Et2O
Source ID: ord-f4ace30efbe543f984329973c1e60b94PubChem References
These sources are listed in the compound's public database record.
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