6533b831fe1ef96bd1299731

RESEARCH PRODUCT

Development and Scale-Up of the Electrochemical Dehalogenation for the Synthesis of a Key Intermediate for NS5A Inhibitors

Christoph BucherTomás R. GalvãoSiegfried R. WaldvogelMarkus BänzigerChristoph Gütz

subject

Electrolytic cellOrganic ChemistryHalogenationNanotechnologyLaminar flowElectrochemistryCathodelaw.inventionchemistry.chemical_compoundchemistryChemical engineeringlawYield (chemistry)Physical and Theoretical ChemistrySelectivityDerivative (chemistry)

description

The electrochemical 2-fold dehalogenation of a spirocyclopropane-proline derivative at leaded bronze was scaled-up in a divided batch-type electrolysis cell in good yield and excellent selectivity. The upscaling via a flow electrolysis cell was also successful. Conditions were elaborated employing a single cell passage for complete conversion. The keys here are the direct cooling of the cathode and ensuring a good laminar flow.

https://doi.org/10.1021/acs.oprd.5b00272