3.8 Article

Process Intensification for the Synthesis of 6-Allyl-6-azabicyclo[3.1.0]hex-3-en-2-ol from 1-Allylpyridinium Salt Using a Continuous UV-Light Photoflow Approach

Journal

METHODS AND PROTOCOLS
Volume 2, Issue 3, Pages -

Publisher

MDPI
DOI: 10.3390/mps2030067

Keywords

flow reaction; photochemistry; bicyclic aziridine

Funding

  1. Fundacao para a Ciencia e a Tecnologia (FCT) [PTDC/QUI-QOR/32008/2017, UID/DTP/04138/2013]
  2. PESSOA [40875QJ]
  3. European Research Area Network
  4. ERANet LAC [ELAC2014/BEE-0341]

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A new home-made UV photochemical reactor (95 cm of irradiation zone) consisting of a 12 parallel quartz tubes flow reactor, PQT6 (95 cm under irradiation and an internal diameter of 0.6 cm) was assembled to perform photochemical transformations in continuous-flow. PQT6 was evaluated for the photoreaction of 1-allylpyridinium bromide (1a) to 6-allyl-6-azabicyclo[3.1.0]hex-3-en-2-ol (2a), in a continuous process. This technology provides reduced reaction times, continuous production of 2a, and a productivity of 129 mg h(-1), corresponding to 1.94 g of isolated 2a after 15 h of irradiation.

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