1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole

Base Information

• Chemical Name: 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole
• CAS No.: 1246678-22-7
• Molecular Formula: C₁₆H₁₇N₃
• Molecular Weight: 251.331

Synonyms:1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole

Chemical Property of 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole

Chemical Property:

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Technology Process of 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole

There total 4 articles about 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 22.0%

cyclooctyne (1781-78-8) + phenylethynyl chloride (1483-82-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole (1246678-22-7) + (Z)-1-(2-chloro-1-phenylvinyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole (1246678-24-9) + 1,2-bis(4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole-1-yl)-1-phenylethene + 1,1-bis(4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole-1-yl)-2-phenylethene (1246678-25-0) + N,N-dimethyl-2-oxo-2-phenylacetamide (51579-87-4)

Guidance literature:

With lithium azide; for 72h; Inert atmosphere;

DOI:10.1039/c0cc00079e

Reference yield: 21.0%

cyclooctyne (1781-78-8) + phenyl(phenylethynyl)iodonium tosylate (79069-32-2) → 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole (1246678-22-7) + 9-phenylbicyclo[6.1.0]non-1(8)-ene-9-carbonitrile (1402540-93-5)

Guidance literature:

With tributylhexadecylphosphonium azide; In hexane; dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/anie.201203626

Reference yield: 12.0%

cyclooctyne (1781-78-8) + phenylethynyl chloride (1483-82-5) → 1-(2-phenylethynyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole (1246678-22-7) + (Z)-1-(2-chloro-1-phenylvinyl)-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole (1246678-24-9) + 1,1-bis(4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole-1-yl)-2-phenylethene (1246678-25-0)

Guidance literature:

With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; water; at 0 - 20 ℃; for 20h;

DOI:10.1039/c0cc00079e

upstream raw materials:

cyclooctyne

phenylethynyl chloride

N,N-dimethyl-formamide

phenyl(phenylethynyl)iodonium tosylate

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