The application of stop-flow microwave technology to scaling-out SNAr reactions using a soluble organic base

Org Biomol Chem. 2010 May 7;8(9):2219-27. doi: 10.1039/b926537f. Epub 2010 Mar 11.

Abstract

A model S(N)Ar reaction which gives a range of substituted diaryl ethers has been re-developed to function with the soluble organic base DBU in the place of insoluble potassium carbonate. Manufacture of these diaryl ethers has then been achieved by scaling-out in an automated stop-flow microwave reactor to give productivities of >0.5 kg per day. Analogous reaction partners have also been scaled up in this reactor to extend the scope of the study. Brief comparison in a scale-up batch microwave reactor is also made. Lastly, continuous 24 h processing is reported in this small microwave stop-flow reactor, which requires no manual intervention once started.

MeSH terms

  • Carbonates / chemistry
  • Ethers / chemical synthesis*
  • Ethers / chemistry
  • Microwaves*
  • Molecular Structure
  • Potassium / chemistry
  • Solubility

Substances

  • Carbonates
  • Ethers
  • potassium carbonate
  • Potassium