No renderable structure data available
COC(=O)CCCCN=[N+]=[N-]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | methyl 5-azidopentanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 127811-93-2 |
| Database ID | 14562330 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
methyl 5-azidopentanoate (CAS 127811-93-2) 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 14562330
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-9039b28fa2164a29b3f1e1668ea7fb32Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl 5-azidovalerate (4.01 g, 25.5 mmol) and KOH (7.58 g, 0.135 mol) were dissolved in a mixture of 70 ml of water and 90 ml of MeOH. The solution was stirred at 0° C. After 2 hrs, the MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (50 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 5-azidovaleric acid (2.85 g, 77.6%) was obtained as a colorless oil. the MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (50 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
Source ID: ord-28db7d33628248c3a45cb426064bc707Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 5-bromovalerate (5.00 g, 25.6 mmol), NaN3 (3.33 g, 51.2 mmol) and 15 ml of water in 40 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying and removal of solvent, methyl 5-azidovalerate (4.01 g, 99.7%) was obtained as a colorless oil. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying removal of solvent
Source ID: ord-9f7dc07f46344e9b949383d0096ae4f5Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl 5-azidovalerate (4.01 g, 25.5 mmol) and KOH (7.58 g, 0.135 mol) were dissolved in a mixture of 70 ml of water and 90 ml of MeOH. The solution was stirred at 0° C. After 2 hrs, the MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (50 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 5-azidovaleric acid (2.85 g, 77.6%) was obtained as a colorless oil. the MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (50 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
Source ID: ord-c3cc52cb26844571a76750c11b58015eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 5-bromovalerate (5.00 g, 25.6 mmol), NaN3 (3.33 g, 51.2 mmol) and 15 ml of water in 40 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying and removal of solvent, methyl 5-azidovalerate (4.01 g, 99.7%) was obtained as a colorless oil. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying removal of solvent
Source ID: ord-ed7024519c2643f6b6253b0d07af5ba5Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl 5-azidovalerate (4.01 g, 25.5 mmol) and KOH (7.58 g, 0.135 mol) were dissolved in a mixture of 70 ml of water and 90 ml of MeOH. The solution was stirred at 0° C. After 2 hrs, the MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (50 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 5-azidovaleric acid (2.85 g, 77.6%) was obtained as a colorless oil. the MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (50 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
Source ID: ord-27403bd7140440059415051404ee2b0eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 5-bromovalerate (5.00 g, 25.6 mmol), NaN3 (3.33 g, 51.2 mmol) and 15 ml of water in 40 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying and removal of solvent, methyl 5-azidovalerate (4.01 g, 99.7%) was obtained as a colorless oil. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying removal of solvent
Source ID: ord-80567bd781fe4140ab371cb5562bbea4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add sodium azide (12.5 g, 193 mmol) to a rapidly stirred solution of methyl 5-bromovalerate (25.08 g, 129 mmol) in DMSO (200 mL, anhydrous). Stir at room temperature overnight under N2. Add water (400 mL) and stir for 30 minutes. Extract with Et2O (×3) and wash combined Et2O layers with brine (×3). Dry organic layer over MgSO4 and concentrate to give the title compound (20.3 g, 100%). Extract with Et2O (×3) wash Dry organic layer over MgSO4 and concentrate
Source ID: ord-198fa85c5ee641c1bc3d80211f98b1fdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Add sodium azide (12.5 g, 193 mmol) to a rapidly stirred solution of methyl 5-bromovalerate (25.08 g, 129 mmol) in DMSO (200 mL, anhydrous). Stir at room temperature overnight under N2. Add water (400 mL) and stir for 30 minutes. Extract with Et2O (×3) and wash combined Et2O layers with brine (×3). Dry organic layer over MgSO4 and concentrate to give the title compound (20.3 g, 100%). Extract with Et2O (×3) wash Dry organic layer over MgSO4 and concentrate
Source ID: ord-198fa85c5ee641c1bc3d80211f98b1fdConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl 5-azidovalerate (4.01 g, 25.5 mmol) and KOH (7.58 g, 0.135 mol) were dissolved in a mixture of 70 ml of water and 90 ml of MeOH. The solution was stirred at 0° C. After 2 hrs, the MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (50 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 5-azidovaleric acid (2.85 g, 77.6%) was obtained as a colorless oil. the MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (50 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
Source ID: ord-5f4706bb1dde431596f5bb2cf6ae466dConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl 5-azidovalerate (4.01 g, 25.5 mmol) and KOH (7.58 g, 0.135 mol) were dissolved in a mixture of 70 ml of water and 90 ml of MeOH. The solution was stirred at 0° C. After 2 hrs, the MeOH was removed in vacuo. The aqueous layer was extracted by CHCl3 (50 ml), acidified to pH=1 by 2N aqueous HCl and extracted by Et2O (2×100 ml). The organic layers were combined, washed with water (100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 5-azidovaleric acid (2.85 g, 77.6%) was obtained as a colorless oil. the MeOH was removed in vacuo The aqueous layer was extracted by CHCl3 (50 ml) extracted by Et2O (2×100 ml) washed with water (100 ml) dried over Na2SO4 After filtration and evaporation of solvent
Source ID: ord-5f4706bb1dde431596f5bb2cf6ae466dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 5-bromovalerate (5.00 g, 25.6 mmol), NaN3 (3.33 g, 51.2 mmol) and 15 ml of water in 40 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying and removal of solvent, methyl 5-azidovalerate (4.01 g, 99.7%) was obtained as a colorless oil. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml) The organic layer was separated washed with water After drying removal of solvent
Source ID: ord-77f6bce943354b8cacd92973053019efPubChem References
These sources are listed in the compound's public database record.
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