Chlorotrimethylsilane → HCID 178452187, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of zinc dust (390 mg, 5.5 mmol) in N,N-dimethylacetamide (3 mL) was added a solution of chlorotrimethylsilane (70 μL) and 1,2-dibromoethane (48 μL) in N,N-dimethylacetamide (1.5 mL) at a rate to maintain the temperature in the range of 45-65° C. The resulting slurry was aged for 15 min, then a solution of 3-iodo-azetidine-1-carboxylic acid tert-butyl ester (1.42 g, 5.0 mmol) in N,N-dimethylacetaminde (5.5 mL) was slowly added to the mixture described above at a rate to maintain the temperature below 40° C. The resulting reaction mixture was then aged for 30 min at room temperature, then the supernatant was transferred into a flame-dried flask to afford the title compound as a ca. 0.5 M solution.

Provenance & Evidence