반응 #83596

반응 방정식

4-(2-t-butyldimethylsiloxyethyl)bromobenzene

methyl acrylate

N,N,N',N'-tetramethylethylenediamine

→

methyl 4-(2-t-butyldimethylsiloxyethyl)cinnamate

수율 92.5%

용매

methylene chloride

반응 조건

후처리

1. 1
   기타the formed insoluble materials were removed by filtration through a celite column
2. 2
   농축the filtrate was concentrated under reduced pressure
3. 3
   workup.ADDITIONTo the residue was added diethyl ether (30 ml)
4. 4
   기타the formed insoluble materials were removed by filtration through a celite column
5. 5
   농축The filtrate was concentrated to dryness

실험 절차

A mixture of 4-(2-t-butyldimethylsiloxyethyl)bromobenzene (1.00 g), methyl acrylate (0.55 g), palladium(II) acetate (0.010 g), triphenylphosphine (0.017 g) and N,N,N',N'-tetramethylethylenediamine (0.48 ml) was heated at 140° C. for 24 hours under an atmosphere of argon. To the reaction mixture was added methylene chloride (30 ml), the formed insoluble materials were removed by filtration through a celite column, and the filtrate was concentrated under reduced pressure. To the residue was added diethyl ether (30 ml), and the formed insoluble materials were removed by filtration through a celite column. The filtrate was concentrated to dryness to give methyl 4-(2-t-butyldimethylsiloxyethyl)cinnamate (0.94 g) as a brown oily liquid.

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