Chlorotrimethylsilane → 9-Methoxymethyl-9-trimethylsilyloxymethyl-fluorene

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Reaction Steps

1 g of 9-methoxymethyl-9-hydroxymethyl-fluorene (4.2 mmol) was dissolved in 20 ml of dichloromethane. The solution was cooled in ice-water bath, and 0.7 ml of triethyl amine (5 mmol) was added thereto. After stirring for 5 minutes, 0.6 ml of trimethylsilyl chloride (4.6 mmol) was added drop-wise, and the mixture was stirred for further 2 hours, followed by stirring at room temperature for 1 hour. The reaction mixture was washed with water, and the organic layer separated was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated to give 1.41 g of concentrate (yield 86%). MS(EI)m/e: 312(M+).

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