Chlorotrimethylsilane → (8-butyl-1,4-dioxa-spiro[4.5]dec-8-yl)-dimethylamine Hydrochloride

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Reaction Steps

8-Dimethylamino-1,4-dioxa-spiro[4.5]decane-8-carbonitrile B-1 (10.5 g, 50 mmol) was placed in THF (150 ml), under argon and while cooling with ice. In the course of 15 min., 2M butyl-magnesium chloride in THF (62.5 ml, 125 mmol) was added dropwise, and the mixture was stirred for 16 h at room temperature. 20% ammonium chloride solution (37 ml) and water (50 ml) were added to the mixture, while cooling with ice, and extraction with ether (3×50 ml) was carried out. The organic phase was washed with water (1×50 ml) and saturated sodium chloride solution (1×50 ml), and the organic phase was dried with Na2SO4 and concentrated in vacuo. The crude product (2.05 g) was dissolved in ethyl methyl ketone (75 ml); ClSiMe3 (9.5 ml, 75 mmol) was added, while cooling with ice, and stirring was carried out for 6 h at room temperature. The resulting white precipitate was filtered out with suction and dried in vacuo.

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