Tetrahydrofuran → HCID 15981767, compound

Temperature

-10 °C

Trichlorobismuthane (1.25 g; 3.96 mmol) was dissolved in anhydrous THF (50 mL) and cooled to −10° C. Cyclopropylmagnesium bromide (0.5M in THF, 15 mmol; 30 mL) was added via dropping funnel over 30 min, keeping the temperature at −10° C. The reaction mixture was stirred at RT for 1 h then heated at 70° C. for 30 min, at which time a black precipitate was observed. After cooling to RT, the solution was cannulated under nitrogen over a degassed biphasic solution of brine (100 ml) and ether (100 ml). The heterogeneous solution was stirred for 5 min, transferred to a separatory funnel and diluted with ether (50 ml). The organic phase was collected, dried over sodium sulfate, filtered and concentrated under reduced pressure to give a yellow oily solid. Ether (25 ml) was added followed by hexane (25 ml). The mixture was sonicated, cooled to 0° C., and filtered to collect the light yellow solid, tricyclopropylbismuthane (770 mg, 58%).

1. customover 30 min
2. customat −10° C
3. temperaturethen heated at 70° C. for 30 min, at which time a black precipitate
4. temperatureAfter cooling to RT
5. stirringThe heterogeneous solution was stirred for 5 min
6. customtransferred to a separatory funnel
7. customThe organic phase was collected
8. dry with materialdried over sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customto give a yellow oily solid
12. customThe mixture was sonicated
13. temperaturecooled to 0° C.
14. filtrationfiltered
15. customto collect the light yellow solid, tricyclopropylbismuthane (770 mg, 58%)

ORD record

ord-7dd8d2046633428c9a8b70eef5b90c43

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436001B2