Chlorotrimethylsilane → HCID 68977387, compound

Participants

Reaction Steps

1M 3,4-(methylenedioxy)phenylmagnesium bromide solution in toluene/THF (1:1) (62.5 ml, 62.5 mmole) was added dropwise at 5°-10° C. within 15 minutes under argon and while cooling with ice to a solution of 8-dimethylamino-1,4-dioxa-spiro[4.5]decane-8-carbonitrile (5.25 g, 25 mmole) in absolute THF (75 ml) and then stirred at RT for 20 hours. The reaction mixture was worked up by adding 20% ammonium chloride solution (20 ml) and water (25 ml) while cooling with ice and the mixture was extracted with ether (3×50 ml). The organic phase was washed with water and saturated sodium chloride solution, dried over sodium sulphate, and concentrated by evaporation in vacuo. A colourless oil (11.26 g) remained, which was dissolved in ethyl methyl ketone (35 ml) and to which trimethylchlorosilane (4.75 ml, 37.5 mmole) was added while cooling with ice. The mixture was stirred in an open flask for 5 hours at RT. A colourless solid then precipitated out, which was suction filtered and dried in air.

Provenance & Evidence