• 专利标题:   Preparing a cannabidiol or a derivative involves providing a solution comprising of a first compound that is a 1,3-diene, an allylic alcohol or an allylic ether and a second compound into a packed-bed reactor.
  • 专利号:   US2021163387-A1
  • 发明人:   TRILLES R V, BROWN L E, BEELER A B, PORCO J A
  • 专利权人:   UNIV BOSTON
  • 国际专利分类:   B01J008/00, B01J008/02, C07C037/20
  • 专利详细信息:   US2021163387-A1 03 Jun 2021 C07C-037/20 202164 English
  • 申请详细信息:   US2021163387-A1 US149344 14 Jan 2021
  • 优先权号:   US834036P, US149344

▎ 摘  要

NOVELTY - Preparing a cannabidiol (CBD) or a derivative involves providing a solution comprising of a first compound that is a 1,3-diene, an allylic alcohol or an allylic ether and a second compound of benzyl derivative (I) or 1H-pyridin-2-one derivative (II) into a packed-bed reactor (PBR) comprising a solid or heterogeneous catalyst. The first and second compound are circulated through the PBR to react the first compound with the second compound, and collected from the PBR a solution comprising the CBD or a derivative. USE - Method for preparing a cannabidiol (CBD) or a derivative. ADVANTAGE - The method can be used for the one-step, flow-mediated synthesis of cannabidiol and derivatives with improved overall yield, material throughput, and product purity relative to batch processes. DETAILED DESCRIPTION - Preparing a cannabidiol (CBD) or a derivative involves providing a solution comprising of a first compound that is a 1,3-diene, an allylic alcohol or an allylic ether and a second compound of benzyl derivative of formula (I) or 1H-pyridin-2-one derivative of formula (II) into a packed-bed reactor (PBR) comprising a solid or heterogeneous catalyst. The first and second compound are circulated through the PBR to react the first compound with the second compound, and collected from the PBR a solution comprising the CBD or a derivative. Z1=CR2 or N; Z2=CR4 or N; R1, R3 and R5=H, OH, -CO2H, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, heteroaryl, cycloalkyl, or heterocycle; R2, and R4=H, OH, -CO2H, protected hydroxyl, alkyl, alkenyl, alkynyl, acyl, aryl, heteroaryl, cycloalkyl, heterocycle, where the alkyl, alkenyl, alkynyl or acyl is optionally substituted with one or more substituents independently selected from the group consisting of halogen; X1=-O-, -S-, -SO2-, -N(RE)-; X2=-O-, -S-, -N(RF); and RE and RF=hydrogen and 1-4C alkyl. An INDEPENDENT CLAIM is included for a automated, scalable, continuous flow reactor system for preparation of CBD or derivative, which includes one or more modular flow chemistry assembly lines, each assembly line comprising controlled input from one or more source pumps for reagents, such as diverse aromatic compounds and oxygenated species or diene species, and at least one packed bed reactor (PBR).