17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene

Base Information

• Chemical Name: 17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene
• CAS No.: 107163-51-9
• Molecular Formula: C₂₆H₂₉O₅P
• Molecular Weight: 452.487
• Mol file: 107163-51-9.mol

Synonyms:17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene

Chemical Property of 17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene

There total 2 articles about 17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene 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: 92.0%

4'-bromobenzo-15-crown-5-ether (60835-72-5) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → 17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene (107163-51-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; 1.) -90- -95 deg C; 2.) from -90 deg C to RT, 4 h;

DOI:10.1246/cl.1986.1467

Reference yield:

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) → 17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene (107163-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / Br₂*dioxane / tetrahydrofuran / 0.17 h

2: 92 percent / n-butyllithium, triethylamine, aq. NH₄Cl / tetrahydrofuran / 4 h / -90 - 20 °C

With n-butyllithium; dioxane dibromide; ammonium chloride; triethylamine; In tetrahydrofuran;

DOI:10.1016/0022-328X(88)80123-2

Reference yield: 90.0%

17-diphenylphosphino-2,5,8,11,14-pentaoxa-bicyclo<13.4.0>-nonadeca-15,17,19-triene (107163-51-9) → 4-(diphenylphosphinothioyl)benzo-15-crown-5 (134988-67-3)

Guidance literature:

With sulfur; In benzene; for 6h;

upstream raw materials:

4'-bromobenzo-15-crown-5-ether

chloro-diphenylphosphine

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin

Downstream raw materials:

4-(diphenylphosphinothioyl)benzo-15-crown-5

[(μ-1,1-dicyanoethylene-2,2-dithiolate)Au((C6H5)2P-benzo-15-crown-5)]