3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal

Base Information

Chemical Name:3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal
CAS No.:152931-88-9
Molecular Formula:C₂₄H₃₆O₃Sn
Molecular Weight:491.258
Hs Code.:

Synonyms:3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal

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Chemical Property of 3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal

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Technology Process of 3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal

There total 1 articles about 3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal 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: 56.0%

: 17955-46-3
trimethylsilyltributyltin

: 128242-44-4
3-(1-methylethoxy)-4-phenyl-3-cyclobutene-1,2-dione 2-ethylene acetal

: 152931-88-9
3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; reaction of CuCN in THF with n-C4H9Li in hexane at -78°C, stannane added, stirred at -78°C for 20 min, warmed to room temp., stirred for 90 min, cooled to -78°C, THF-soln. of acetal added dropwise, stirred for 1 h at -78°C; quenched at -78°C (satd. NH4Cl-soln.), warmed to room temp., added to H2O, extd. (ether), organic layers washed (water, brine), dried (Na2SO4), filtered, solvent removed, chromd. (SiO2, 1:32 EtOAc/hexanes);
DOI:10.1021/ja00073a021

Reference yield: 70.0%

: 152931-88-9
3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione-1-ethylene acetal

: 152931-75-4
3-phenyl-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione

Guidance literature:: With sulfuric acid; In tetrahydrofuran; water; acetal was dissolved in THF, cooled to 0°C, 50% aq. H2SO4 was added, stirred at 0°C. for 2.5 h; diluted (ether), water added, water layer separated and extd. (ether), organic layers washed (satd. NaHCO3-soln.), aq. layer extd. (ether), organic layers dried (Na2SO4), filtered, solvent removed, chromd. (SiO2, EtOAc/hexanes 1:10);
DOI:10.1021/ja00073a021