N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate

Base Information

• Chemical Name: N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate
• CAS No.: 158151-04-3
• Molecular Formula: C₁₃H₁₂F₃NO₄S
• Molecular Weight: 335.304
• Mol file: 158151-04-3.mol

Synonyms:N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate

Chemical Property of N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate

There total 4 articles about N-benzoyl-2-ene-2-piperidinyl 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: 87.0%

1-benzoylpiperidin-2-one (4252-56-6) + N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide (145100-51-2) → N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate (158151-04-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo00114a006

Reference yield: 79.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 1-benzoylpiperidin-2-one (4252-56-6) → N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate (158151-04-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; for 2h; Ambient temperature;

DOI:10.1016/0040-4020(95)00118-R

Reference yield:

piperidin-2-one (675-20-7) → N-benzoyl-2-ene-2-piperidinyl trifluoromethanesulfonate (158151-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 2.) THF, from -78 deg C to 25 deg C, 12 h

2: 1.) LiHMDS, 2.) HMPA

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; lithium hexamethyldisilazane;

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

1-benzoylpiperidin-2-one

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

piperidin-2-one

Refernces

• 1、 Tasushima, Kazunori,Hirade, Tetsuya,Hasegawa, Hirohiko,Murai, Akio. "Conversion of N-acyllactames into α-alkylated cyclic enamides via vinyl triflates". . p. 801 - 802. Retrieved 2007/10/03.