2-(tri-n-butylstannyl)-2-cyclohexen-1-one

Base Information

• Chemical Name: 2-(tri-n-butylstannyl)-2-cyclohexen-1-one
• CAS No.: 156666-06-7
• Molecular Formula: C₁₈H₃₄OSn
• Molecular Weight: 385.177
• Mol file: 156666-06-7.mol

Synonyms:2-(tri-n-butylstannyl)-2-cyclohexen-1-one

Chemical Property of 2-(tri-n-butylstannyl)-2-cyclohexen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(tri-n-butylstannyl)-2-cyclohexen-1-one

There total 1 articles about 2-(tri-n-butylstannyl)-2-cyclohexen-1-one 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: 24.0%

tri-n-butyl-(1-cyclohex-1-enyl)-stannane (100073-20-9) → cyclohexenone (930-68-7) + (1α,2β,6β)-1-(tributylstannyl)-7-oxabicyclo{4.1.0}heptan-2-ol + 2-(Tri-n-butylstannyl)-2-cyclohexen-1-ol (155791-51-8) + 2-(tri-n-butylstannyl)-2-cyclohexen-1-one (156666-06-7)

Guidance literature:

With titanium(IV) isopropylate; oxygen; 5,15,10,20-tetraphenylporphyrin; In dichloromethane; Irradiation (UV/VIS); Sn-compd. and porphine in CH2Cl2 cooled to -20°C, a stream of O2 passed through the soln., irrdn. with two 250-W sodium lamps for 7.5 h, addn. of Ti(O-i-Pr)4, stirred at 0°C for 15 h, addn. of ether and H2O, stirred at 20°C for 2 h; filtered, dried (MgSO4), concd., flash chromy. (silica gel, petroleum ether/ether 4:1); elem. anal., ratio erythro:threo = >95:5;

Reference yield: 87.0%

methyl N-[methoxy(methylthio)methylene]carbamate + 2-(tri-n-butylstannyl)-2-cyclohexen-1-one (156666-06-7) → C10H13NO4

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; triphenyl-arsane; In tetrahydrofuran; at 50 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol303381c

Reference yield: 80.0%

4-phenyl-3-iodo-3-buten-2-one (126628-71-5) + 2-(tri-n-butylstannyl)-2-cyclohexen-1-one (156666-06-7) → (E)-(2-(3)-Oxo-1-phenylbut-1-en-2-yl)cyclohex-2-en-1-one

Guidance literature:

4-phenyl-3-iodo-3-buten-2-one; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

2-(tri-n-butylstannyl)-2-cyclohexen-1-one; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Inert atmosphere; Heating;

DOI:10.1021/acs.orglett.7b00497

upstream raw materials:

tri-n-butyl-(1-cyclohex-1-enyl)-stannane

Downstream raw materials:

2′-nitro-4,5-dihydro-[1,1′-biphenyl]-2(3H)-one

4'-methoxy-2′-nitro-4,5-dihydro-[1,1'-biphenyl]-2(3H)-one

2-(6-methoxycarbonyl-2-nitrophenyl)-2-cyclohexen-1-one

2-(3-methyl-2-nitrophenyl)-2-cyclohexen-1-one