Continuous flow processes for making bicyclic compounds
AssigneeRecurium IP Holdings, LLC
InventorsJoseph Robert Pinchman, Kevin Duane Bunker, Matthew M. Bio, Christopher Breen, Andrew M. Clausen, Yuanqing Fang, Hui Li, Jillian W. Sheeran
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Abstract
Processes for making bicyclic compounds and precursors thereof, and particularly for making [1.1.1]propellane and bicyclo[1.1.1]pentane and derivatives thereof, utilize continuous flow reaction methods and conditions. A continuous process for making [1.1.1]propellane can be conducted under reaction conditions that advantageously minimize clogging of a continuous flow reactor. A continuous flow process can be used to make precursors of [1.1.1]propellane.
Claims31
A continuous flow process for making a bicyclic compound, comprising mixing 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane with an organometallic reagent in a continuous flow reactor to thereby form a reagent mixture;
- and mixing the reagent mixture with a static mixer in the continuous flow reactor under first reaction conditions selected to react the 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane with the organometallic reagent to produce [1.1.1]propellane and a salt;
- wherein the static mixer provides a mixing rate that is effective to minimize clogging of the continuous flow reactor by the salt.
Dependencies are inferred from the claim text.