反应详情

Solution A was composed of 1-ethynyl-2-fluorobenzene (4.2 g, 35 mmol) and iodomethane (5.96 g, 42 mmol) in acetonitrile (94 mL) and Solution B was composed of sodium azide (2.73 g, 42 mmol) and copper(I) iodide (1.33 g, 6.99 mmol) in water (100 mL). The reaction was ran in Uniqsis FlowSyn apparatus at 150° C. at 100 psi with flow rate of 1.0 mL/min and residence time of 1.5 min for each solution A and B. The reaction flow eluent was collected in an aqueous ammonium hydroxide solution (25%) and the mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulphate, filtered and evaporated. Purification by chromatography (silica, 10 to 60% ethyl acetate in heptane) afforded the title compound (1.5 g, 24%) as a light yellow solid. MS: m/e=178.3 [M+H]+.

1. customThe reaction flow eluent was collected in an aqueous ammonium hydroxide solution (25%)
2. extractionthe mixture extracted with ethyl acetate
3. washThe combined organic extracts were washed with brine
4. dry with materialdried over sodium sulphate
5. filtrationfiltered
6. customevaporated
7. customPurification by chromatography (silica, 10 to 60% ethyl acetate in heptane)