Reaction #4176158
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ddb08b1ce2064d9f925409795027f3afNo renderable structure data available
CCOC(=O)CCCCN=[N+]=[N-]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 5-azidopentanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 89896-39-9 |
| Database ID | 12382176 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 5-azidopentanoate (CAS 89896-39-9) 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 12382176
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ddb08b1ce2064d9f925409795027f3afConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0b555b0fb25347fab0646176075689aeConditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To ethyl 5-azidovalerate (1.6 g; 10 mmol; Example 2.1) in 5 ml-dimethylformamide, was added lithium hydroxide (1.0 g; 20 mmol; Fisher) in 5 ml water, and the reaction mixture was stirred 12 h at 25° C. The reaction mixture was adjusted to pH ˜4 by addition of 1 N HCl and was extracted with 100 ml diethyl ether. The resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.4 g (9.8 mmol, 99% yield). was extracted with 100 ml diethyl ether The resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-5ca6025cb0c84ab8afc1e58f3fb6d681Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 5-bromovalerate (2.1 g; 10 mmol; Aldrich) was added to a stirred suspension of sodium azide (1.3 g, 20 mmol; Fisher) in 5 ml dimethylformamide and 5 ml water, and the reaction mixture was heated 12 h at 80° Cs. The reaction was partitioned between diethyl ether (100 ml) and water (100 ml), and the resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.6 g (9.3 mmol, 95% yield). the reaction mixture was heated 12 h at 80° Cs The reaction was partitioned between diethyl ether (100 ml) and water (100 ml) the resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-ebf09f29840241ea95cb9dc7b6c8384bConditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To ethyl 5-azidovalerate (1.6 g; 10 mmol; Example 2.1) in 5 ml-dimethylformamide, was added lithium hydroxide (1.0 g; 20 mmol; Fisher) in 5 ml water, and the reaction mixture was stirred 12 h at 25° C. The reaction mixture was adjusted to pH ˜4 by addition of 1 N HCl and was extracted with 100 ml diethyl ether. The resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.4 g (9.8 mmol, 99% yield). was extracted with 100 ml diethyl ether The resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-5ca6025cb0c84ab8afc1e58f3fb6d681Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To ethyl 5-azidovalerate (1.6 g; 10 mmol; Example 2.1) in 5 ml-dimethylformamide, was added lithium hydroxide (1.0 g; 20 mmol; Fisher) in 5 ml water, and the reaction mixture was stirred 12 h at 25° C. The reaction mixture was adjusted to pH ˜4 by addition of 1 N HCl and was extracted with 100 ml diethyl ether. The resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.4 g (9.8 mmol, 99% yield). was extracted with 100 ml diethyl ether The resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-5ca6025cb0c84ab8afc1e58f3fb6d681Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 5-bromovalerate (2.1 g; 10 mmol; Aldrich) was added to a stirred suspension of sodium azide (1.3 g, 20 mmol; Fisher) in 5 ml dimethylformamide and 5 ml water, and the reaction mixture was heated 12 h at 80° Cs. The reaction was partitioned between diethyl ether (100 ml) and water (100 ml), and the resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.6 g (9.3 mmol, 95% yield). the reaction mixture was heated 12 h at 80° Cs The reaction was partitioned between diethyl ether (100 ml) and water (100 ml) the resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-ebf09f29840241ea95cb9dc7b6c8384bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0b555b0fb25347fab0646176075689aeConditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To ethyl 5-azidovalerate (1.6 g; 10 mmol; Example 2.1) in 5 ml-dimethylformamide, was added lithium hydroxide (1.0 g; 20 mmol; Fisher) in 5 ml water, and the reaction mixture was stirred 12 h at 25° C. The reaction mixture was adjusted to pH ˜4 by addition of 1 N HCl and was extracted with 100 ml diethyl ether. The resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.4 g (9.8 mmol, 99% yield). was extracted with 100 ml diethyl ether The resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-5ca6025cb0c84ab8afc1e58f3fb6d681Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 5-bromovalerate (2.1 g; 10 mmol; Aldrich) was added to a stirred suspension of sodium azide (1.3 g, 20 mmol; Fisher) in 5 ml dimethylformamide and 5 ml water, and the reaction mixture was heated 12 h at 80° Cs. The reaction was partitioned between diethyl ether (100 ml) and water (100 ml), and the resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.6 g (9.3 mmol, 95% yield). the reaction mixture was heated 12 h at 80° Cs The reaction was partitioned between diethyl ether (100 ml) and water (100 ml) the resulting organic layer was washed with water (100 ml) and brine (100 ml) dried over sodium sulfate dried in vacuo
Source ID: ord-ebf09f29840241ea95cb9dc7b6c8384bPubChem References
These sources are listed in the compound's public database record.
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