Реакция #1973975

Уравнение реакции

5-bromo-2,3-dihydro-1H-inden-1-one

N-methyl-morpholine N-oxide

trimethylsilylcyanide

→

title compound

Выход 86.0%

5-bromo-1-(trimethylsilyloxy)-2,3-dihydro-1H-indene-1-carbonitrile

Выход 86.0%

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrated in vacuo
2. 2
   ДругоеThe crude product was purified by column chromatography on silica gel using 5% EtOAc in hexanes as the eluent

Методика

To a solution of 5-bromo-2,3-dihydro-1H-inden-1-one (10.0 g, 47.4 mmol) and N-methyl-morpholine N-oxide (1.67 g, 14.21 mol) in CH2Cl2 (50 ml) was added trimethylsilylcyanide (7.05 g, 71.1 mmol), and the resultant solution was stirred at room temperature for 72 h, and then concentrated in vacuo. The crude product was purified by column chromatography on silica gel using 5% EtOAc in hexanes as the eluent to give the title compound as a colorless liquid (12.65 g, 86%).

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