3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate
• CAS No.: 220578-85-8
• Molecular Formula: C₁₅H₁₅F₃O₃S
• Molecular Weight: 332.344
• Mol file: 220578-85-8.mol

Synonyms:3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate

Chemical Property of 3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate

There total 2 articles about 3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate 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: 60.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + cyclohexenone (930-68-7) + Z-styryl n-butyltelluride (108162-13-6,108162-27-2,108162-19-2) → 3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate (220578-85-8)

Guidance literature:

Z-styryl n-butyltelluride; With methyllithium; In tetrahydrofuran; at 20 ℃; for 0.75h;

cyclohexenone; In tetrahydrofuran; at -75 ℃; for 0.333333h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -75 - 20 ℃;

DOI:10.1016/S0040-4020(00)00254-4

Reference yield:

cyclohexenone (930-68-7) + phenyl trifluoromethanesulfonamide (456-64-4) + Z-styryl n-butyltelluride (108162-13-6,108162-27-2,108162-19-2) → 3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate (220578-85-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; (lithium)2(CN)(methyl)2cuprate; Yield given; Multistep reaction; 1.) THF, rt, 45 min, 2.) THF, -75 deg C, 20 min, 3.) THF, -75 deg C to rt then rt, 4 h;

DOI:10.1016/S0040-4039(98)02352-1

Reference yield: 80.0%

3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate (220578-85-8) + (1Z,3E)-5-[(1,1-dimethylethyl)dimethylsilyl]oxy-1,3-pentadienyl butyl telluride (185841-12-7) → trimethyl((Z)-4-{3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl}-3-buten-1-ynyl)silane

Guidance literature:

(1Z,3E)-5-[(1,1-dimethylethyl)dimethylsilyl]oxy-1,3-pentadienyl butyl telluride; With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.75h;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -75 - 20 ℃;

3-[(Z)-2-phenylethenyl]-1-cyclohexen-1-yl trifluoromethanesulfonate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(00)00254-4

upstream raw materials:

cyclohexenone

phenyl trifluoromethanesulfonamide

Z-styryl n-butyltelluride

N,N-phenylbistrifluoromethane-sulfonimide