No renderable structure data available
C1CC2CCNC(C1)C2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-azabicyclo[3.3.1]nonane |
|---|---|
| IUPAC Name | — |
| CAS Number | 280-66-0 |
| Database ID | 12312973 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-azabicyclo[3.3.1]nonane (CAS 280-66-0) 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 12312973
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c55831baedbf4efeb4e09e1d15647558Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution (6.5 ml) of 2-azabicyclo[3.3.1]nonane (100 mg, 0.62 mmol) in dimethoxyethane were added allylbromide (105 mg, 0.87 mmol) and potassium carbonate (94 mg, 0.68 mmol) and the mixture was heated at reflux temperature for 3.5 hours. Ether (10 ml) was added to the reaction mixture, followed by filtration and removal of the solvent, and the residue was purified with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1), to obtain 2-allyl-2-azabicyclo[3.3.1]nonane (52 mg, 51%) as a colorless oily substance. the mixture was heated at reflux temperature for 3.5 hours followed by filtration and removal of the solvent the residue was purified with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1)
Source ID: ord-97b3765897aa46a992ca8ee18129f1c8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution (2 ml) of 2-azabicyclo[3.3.1]nonane (100 mg, 0.62 mmol) in methanol were added a 10% acetaldehyde solution (5 ml) and 10% palladium on activated carbon (100 mg) and the mixture was stirred for 3 hours under the hydrogen atmosphere. The reaction mixture was filtered by means of suction, and the filtrate was concentrated under a reduced pressure. A saturated aqueous solution of sodium bicarbonate (10 ml) was added to the residue, followed by extraction with chloroform (3×20 ml). The extrant was dried (over MgSO4), followed by removal of the solvent and purification of the residue with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1), to obtain 2-ethyl-2-azabicyclo[3.3.1]nonane (68 mg, 72%) as a colorless oily material. The reaction mixture was filtered by means of suction the filtrate was concentrated under a reduced pressure A saturated aqueous solution of sodium bicarbonate (10 ml) was added to the residue followed by extraction with chloroform (3×20 ml) The extrant was dried (over MgSO4) followed by removal of the solvent and purification of the residue with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1)
Source ID: ord-3d50c0f370ee40129ee8541fd11ba37aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution (6.5 ml) of 2-azabicyclo[3.3.1]nonane (100 mg, 0.62 mmol) in dimethoxyethane were added allylbromide (105 mg, 0.87 mmol) and potassium carbonate (94 mg, 0.68 mmol) and the mixture was heated at reflux temperature for 3.5 hours. Ether (10 ml) was added to the reaction mixture, followed by filtration and removal of the solvent, and the residue was purified with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1), to obtain 2-allyl-2-azabicyclo[3.3.1]nonane (52 mg, 51%) as a colorless oily substance. the mixture was heated at reflux temperature for 3.5 hours followed by filtration and removal of the solvent the residue was purified with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1)
Source ID: ord-97b3765897aa46a992ca8ee18129f1c8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution (2 ml) of 2-azabicyclo[3.3.1]nonane (100 mg, 0.62 mmol) in methanol were added a 10% acetaldehyde solution (5 ml) and 10% palladium on activated carbon (100 mg) and the mixture was stirred for 3 hours under the hydrogen atmosphere. The reaction mixture was filtered by means of suction, and the filtrate was concentrated under a reduced pressure. A saturated aqueous solution of sodium bicarbonate (10 ml) was added to the residue, followed by extraction with chloroform (3×20 ml). The extrant was dried (over MgSO4), followed by removal of the solvent and purification of the residue with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1), to obtain 2-ethyl-2-azabicyclo[3.3.1]nonane (68 mg, 72%) as a colorless oily material. The reaction mixture was filtered by means of suction the filtrate was concentrated under a reduced pressure A saturated aqueous solution of sodium bicarbonate (10 ml) was added to the residue followed by extraction with chloroform (3×20 ml) The extrant was dried (over MgSO4) followed by removal of the solvent and purification of the residue with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1)
Source ID: ord-3d50c0f370ee40129ee8541fd11ba37aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c55831baedbf4efeb4e09e1d15647558Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution (6.5 ml) of 2-azabicyclo[3.3.1]nonane (100 mg, 0.62 mmol) in dimethoxyethane were added allylbromide (105 mg, 0.87 mmol) and potassium carbonate (94 mg, 0.68 mmol) and the mixture was heated at reflux temperature for 3.5 hours. Ether (10 ml) was added to the reaction mixture, followed by filtration and removal of the solvent, and the residue was purified with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1), to obtain 2-allyl-2-azabicyclo[3.3.1]nonane (52 mg, 51%) as a colorless oily substance. the mixture was heated at reflux temperature for 3.5 hours followed by filtration and removal of the solvent the residue was purified with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1)
Source ID: ord-97b3765897aa46a992ca8ee18129f1c8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution (2 ml) of 2-azabicyclo[3.3.1]nonane (100 mg, 0.62 mmol) in methanol were added a 10% acetaldehyde solution (5 ml) and 10% palladium on activated carbon (100 mg) and the mixture was stirred for 3 hours under the hydrogen atmosphere. The reaction mixture was filtered by means of suction, and the filtrate was concentrated under a reduced pressure. A saturated aqueous solution of sodium bicarbonate (10 ml) was added to the residue, followed by extraction with chloroform (3×20 ml). The extrant was dried (over MgSO4), followed by removal of the solvent and purification of the residue with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1), to obtain 2-ethyl-2-azabicyclo[3.3.1]nonane (68 mg, 72%) as a colorless oily material. The reaction mixture was filtered by means of suction the filtrate was concentrated under a reduced pressure A saturated aqueous solution of sodium bicarbonate (10 ml) was added to the residue followed by extraction with chloroform (3×20 ml) The extrant was dried (over MgSO4) followed by removal of the solvent and purification of the residue with silica gel column chromatography (chloroform-methanol-triethylamine=100:9:1)
Source ID: ord-3d50c0f370ee40129ee8541fd11ba37aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c55831baedbf4efeb4e09e1d15647558PubChem References
These sources are listed in the compound's public database record.
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