3-Trimethylstannanylmethyl-cyclohexanone

Base Information

Chemical Name:3-Trimethylstannanylmethyl-cyclohexanone
CAS No.:150700-21-3
Molecular Formula:C₁₀H₂₀OSn
Molecular Weight:274.978
Hs Code.:

Synonyms:3-Trimethylstannanylmethyl-cyclohexanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-Trimethylstannanylmethyl-cyclohexanone

Chemical Property:

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Technology Process of 3-Trimethylstannanylmethyl-cyclohexanone

There total 3 articles about 3-Trimethylstannanylmethyl-cyclohexanone 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: 77.0%

: 930-68-7
cyclohexenone

: 16812-43-4
bis(trimethylstannyl)methane

: copper(l) cyanide

: 150700-21-3
3-Trimethylstannanylmethyl-cyclohexanone

Guidance literature:: With boron trifluoride diethyl etherate; methyllithium; In tetrahydrofuran; diethyl ether; addn. of LiCH2SnMe3 (prepared from (Me3Sn)2CH2 and MeLi) in THF to suspn. of CuCN in ether, stirring (-40 to -30°C, 30 min), cooling to -78°C, addn. of BF3-etherate and enone, stirring (20 min), quenching (NH4Cl/aq. NH3 9:1); extn. (ether), evapn., column chromy. (silica gel, AcOEt/hexane);
DOI:10.1246/bcsj.66.3825

Reference yield: 56.0%

: 2786-07-4
2-thienyl lithium

: 930-68-7
cyclohexenone

: copper(l) cyanide

: 76373-10-9
(trimethylstannyl)methyl-lithium

: 150700-21-3
3-Trimethylstannanylmethyl-cyclohexanone

Guidance literature:: With boron trifluoride diethyl etherate; methyllithium; In diethyl ether; byproducts: 3-(2-thienyl)cyclohexanone; addn. soln. of of 2-thienyllithium to suspn. of CuCN in ether, stirring (0°C, 1 h), addn. to soln. of LiCH2SnMe3 (from (Me3Sn)2CH and MeLi), stirring (-50°C, 30 min), addn. of BF3-etherate/enone, stirring (-78°C, 30 min), quenching; extn. (ether), evapn., column chromy. (silica gel, AcOEt/hexane);
DOI:10.1246/bcsj.66.3825

Reference yield:

: 930-68-7
cyclohexenone

: 16812-43-4
bis(trimethylstannyl)methane

: copper(l) cyanide

: (CH₂)3C(O)CH₂CHCH₂Sn(CH₃)2C₄H₉

: 150700-21-3
3-Trimethylstannanylmethyl-cyclohexanone

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; addn. of LiCH2SnMe3 (prepared from (Me3Sn)2CH2 and n-BuLi) in THF to suspn. of CuCN in ether, stirring (-40 to -30°C, 30 min), cooling to -78°C, addn. of BF3-etherate and enone, stirring (20 min), quenching (NH4Cl/aq. NH3 9:1); extn. (ether), evapn., column chromy. (silica gel, AcOEt/hexane);
DOI:10.1246/bcsj.66.3825