US 11,718,598 B2
Processes for the preparation of alkyl furans using bifunctional copper catalysts
Andrew Sutton, Los Alamos, NM (US); Xiaokun Yang, Santa Fe, NM (US); and Cameron M. Moore, Los Alamos, NM (US)
Assigned to Triad National Security, LLC, Los Alamos, NM (US)
Filed by TRIAD NATIONAL SECURITY, LLC, Los Alamos, NM (US)
Filed on Sep. 25, 2020, as Appl. No. 17/32,777.
Claims priority of provisional application 62/906,262, filed on Sep. 26, 2019.
Prior Publication US 2021/0094926 A1, Apr. 1, 2021
Int. Cl. C07D 307/36 (2006.01); B01J 23/72 (2006.01)
CPC C07D 307/36 (2013.01) [B01J 23/72 (2013.01)] 16 Claims
OG exemplary drawing
 
1. A method for preparing a compound of Formula I,

OG Complex Work Unit Chemistry
comprising contacting a compound of Formula II,

OG Complex Work Unit Chemistry
 with a bifunctional copper-based catalyst for selective hydrodeoxygenation of the ketone moiety in the presence of a solvent,
wherein said bifunctional copper-based catalyst is a heterogeneous catalyst selected from the group consisting of 10% Cu/SiO2, 10% Cu/PERLKAT 46-10, 10% Cu/PERLKAT 79-3, 10% Cu/HZSM5, and 10% Cu/zeolite Y,
wherein R is a linear or branched C1-20 alkyl, and
wherein the method is carried out in a continuous flow reactor.