Reaction #3832299
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e33eae20260e4aabbd68d6d5b6c87571No renderable structure data available
C(CCCCO)CCCN=[N+]=[N-]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 8-azidooctan-1-ol |
|---|---|
| IUPAC Name | — |
| CAS Number | 57395-46-7 |
| Database ID | 11789665 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
8-azidooctan-1-ol (CAS 57395-46-7) 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 11789665
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-e33eae20260e4aabbd68d6d5b6c87571Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Azido-octan-1-ol (1.99 g, 11.6 mmol) was dissolved in ethanol (25 mL) and Lindlar catalyst (200 mg) was added. The solution was hydrogenated at 50 psi, 30° C. for 2 hours. The catalyst was removed by filtration through Kieselguhr and the solvent was removed in vacuo to give a white solid 1.33 g (79% yield), mp 48°-53° C.; The catalyst was removed by filtration through Kieselguhr the solvent was removed in vacuo
Source ID: ord-fd8c1ef75d4b4d6ba5b5d39f72ac4ac1Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Bromo-octan-1-ol (2.61 g, 12.5 mmol) was dissolved in Dmf (30 mL) and sodium azide (0.89 g, 13.75 mmol) was added. The reaction was heated to 90° C. and stirred overnight. The solution was then cooled to room temperature and poured onto ice. The aqueous was extracted with DCM (3×200 mL) and the combined extracts were washed with brine (2×200 mL), then dried over MgSO4. The solution was filtered and the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield); was added The solution was then cooled to room temperature poured onto ice The aqueous was extracted with DCM (3×200 mL) the combined extracts were washed with brine (2×200 mL) dried over MgSO4 The solution was filtered the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield)
Source ID: ord-fcc066106f89430980be7316c5a8396fConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Bromo-octan-1-ol (2.61 g, 12.5 mmol) was dissolved in Dmf (30 mL) and sodium azide (0.89 g, 13.75 mmol) was added. The reaction was heated to 90° C. and stirred overnight. The solution was then cooled to room temperature and poured onto ice. The aqueous was extracted with DCM (3×200 mL) and the combined extracts were washed with brine (2×200 mL), then dried over MgSO4. The solution was filtered and the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield); was added The solution was then cooled to room temperature poured onto ice The aqueous was extracted with DCM (3×200 mL) the combined extracts were washed with brine (2×200 mL) dried over MgSO4 The solution was filtered the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield)
Source ID: ord-fcc066106f89430980be7316c5a8396fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Azido-octan-1-ol (1.99 g, 11.6 mmol) was dissolved in ethanol (25 mL) and Lindlar catalyst (200 mg) was added. The solution was hydrogenated at 50 psi, 30° C. for 2 hours. The catalyst was removed by filtration through Kieselguhr and the solvent was removed in vacuo to give a white solid 1.33 g (79% yield), mp 48°-53° C.; The catalyst was removed by filtration through Kieselguhr the solvent was removed in vacuo
Source ID: ord-2b16e87c22f24a0daa7f2da642e7c306Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Azido-octan-1-ol (1.99 g, 11.6 mmol) was dissolved in ethanol (25 mL) and Lindlar catalyst (200 mg) was added. The solution was hydrogenated at 50 psi, 30° C. for 2 hours. The catalyst was removed by filtration through Kieselguhr and the solvent was removed in vacuo to give a white solid 1.33 g (79% yield), mp 48°-53° C.; The catalyst was removed by filtration through Kieselguhr the solvent was removed in vacuo
Source ID: ord-2b16e87c22f24a0daa7f2da642e7c306Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Bromo-octan-1-ol (2.61 g, 12.5 mmol) was dissolved in Dmf (30 mL) and sodium azide (0.89 g, 13.75 mmol) was added. The reaction was heated to 90° C. and stirred overnight. The solution was then cooled to room temperature and poured onto ice. The aqueous was extracted with DCM (3×200 mL) and the combined extracts were washed with brine (2×200 mL), then dried over MgSO4. The solution was filtered and the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield); was added The solution was then cooled to room temperature poured onto ice The aqueous was extracted with DCM (3×200 mL) the combined extracts were washed with brine (2×200 mL) dried over MgSO4 The solution was filtered the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield)
Source ID: ord-13f08fbe10ac490eafc471192e4baae6Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 14.65 g of 1,8-octanediol was dissolved in 80 g of pyridine, and cooled to 10° C. A solution of 19 g p-toluenesulfonyl chloride in 70 ml anhydrous methylene chloride was added dropwise thereto, and the mixture was heated gradually overnight for reaction. After water washing, the solvent was removed by distillation, to produce an oily residue. The residue was dissolved in dimethylformamide to a 200 ml solution, to which was added 20 g of sodium azide, and the resultant mixture was maintained at 80° C. for 2 hours for reaction. The mixture was, after added with ethyl acetate, was washed with water 4 times and the solvent was removed by distillation. The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g. the mixture was heated gradually overnight for reaction After water washing, the solvent was removed by distillation to produce an oily residue was washed with water 4 times the solvent was removed by distillation The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g
Source ID: ord-86a11031d1d743c286db830c75a75df3Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 14.65 g of 1,8-octanediol was dissolved in 80 g of pyridine, and cooled to 10° C. A solution of 19 g p-toluenesulfonyl chloride in 70 ml anhydrous methylene chloride was added dropwise thereto, and the mixture was heated gradually overnight for reaction. After water washing, the solvent was removed by distillation, to produce an oily residue. The residue was dissolved in dimethylformamide to a 200 ml solution, to which was added 20 g of sodium azide, and the resultant mixture was maintained at 80° C. for 2 hours for reaction. The mixture was, after added with ethyl acetate, was washed with water 4 times and the solvent was removed by distillation. The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g. the mixture was heated gradually overnight for reaction After water washing, the solvent was removed by distillation to produce an oily residue was washed with water 4 times the solvent was removed by distillation The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g
Source ID: ord-86a11031d1d743c286db830c75a75df3Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e33eae20260e4aabbd68d6d5b6c87571Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8-Azido-octan-1-ol (1.99 g, 11.6 mmol) was dissolved in ethanol (25 mL) and Lindlar catalyst (200 mg) was added. The solution was hydrogenated at 50 psi, 30° C. for 2 hours. The catalyst was removed by filtration through Kieselguhr and the solvent was removed in vacuo to give a white solid 1.33 g (79% yield), mp 48°-53° C.; The catalyst was removed by filtration through Kieselguhr the solvent was removed in vacuo
Source ID: ord-fd8c1ef75d4b4d6ba5b5d39f72ac4ac1Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 14.65 g of 1,8-octanediol was dissolved in 80 g of pyridine, and cooled to 10° C. A solution of 19 g p-toluenesulfonyl chloride in 70 ml anhydrous methylene chloride was added dropwise thereto, and the mixture was heated gradually overnight for reaction. After water washing, the solvent was removed by distillation, to produce an oily residue. The residue was dissolved in dimethylformamide to a 200 ml solution, to which was added 20 g of sodium azide, and the resultant mixture was maintained at 80° C. for 2 hours for reaction. The mixture was, after added with ethyl acetate, was washed with water 4 times and the solvent was removed by distillation. The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g. the mixture was heated gradually overnight for reaction After water washing, the solvent was removed by distillation to produce an oily residue was washed with water 4 times the solvent was removed by distillation The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g
Source ID: ord-86a11031d1d743c286db830c75a75df3PubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.
