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28th August 2013 @ 14:11

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Reaction information

*#Reaction file
reactionscheme_24 .cdx
*Reaction file type CDX
*Procedure In a 50 mL rbf a solution of Trimethyl(2-(4-(2-(4-(methylthio)phenyl)ethynyl)phenyl)ethynyl)silane (96 mg, 0.30 mmol) in 15 mL of (2/1) MeOH/DCM was stirred for 1.5 h, at r.t., in presence of K2CO3 (415 mg, 3.00 mmol, 10.00 eq.). The disappearance of starting material (Rf 0.16, (10/1) hexane/DCM) was monitored by TLC. The reaction mixture was diluted with water and extracted twice with DCM; the solution was dried over MgSO4 and evaporated to afford the pure product (74 mg, 0.30 mmol, yield 99%; Rf 0.12 in (10/1) hexane/DCM).
*Yield (%) 99 %
*Type of Yield Isolated pure product
Reference(s)
PhD Thesis - 16Sep2010_final p14.pdf
PhD Thesis - 16Sep2010_final p119.pdf
Further information Compound 24: 2-(4-(2-(4-(methylthio)phenyl)ethynyl)phenyl)ethynylene

For multistep reactions (or their steps):

Overall reaction? False
For overall reaction - links to child reaction steps  
For step in multistep reaction - link to previous reaction step Reaction 23: Sonogashira Coupling: trimethyl(2-(4-(2-(4-(methylthio)phenyl)ethynyl)phenyl)ethynyl)silane
For step in multistep reaction - link to following reaction step

Reaction 25: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-methylthio)phenyl)ethynyl)phenyl)-ethynyl-benzene

Reaction 28: Bidirectional Sonogashira Coupling: 1,4-bis(2-(4-(2-(4-methylthio)phenyl)ethynyl)phenyl)ethynyl-2,5-bis(octyl-oxy)-benzene

Attached Files
PhD Thesis - 16Sep2010_final p119.pdf
reactionscheme_24 .cdx