9.03 Organic Synthesis in Small Scale Continuous Flow: Flow Chemistry

Born, Stephen C.; O'neal, E. J.; Jensen, Klavs F.

doi:10.1016/b978-0-08-097742-3.00912-5

Cited by 4 publications

(2 citation statements)

References 115 publications

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“…the specific reaction rate, r) of a continuous-flow reaction (r f ) and of the corresponding one in batch mode (r b ) were compared at similar degrees of conversions (> 49 %). As shown in Table 3, in KRs of amines 1.5-2 higher r flow values could be achieved in packed-bed microreactors as compared to the r batch values in batch system (in accordance with the known benefit of continuous-flow systems compared to batch reactors [82]).…”

Section: Kinetic Resolution Of Racemic Amines Rac-3a-e With M540-f-calbsupporting

confidence: 70%

Lipase B from Candida antarctica Immobilized on Epoxy-functionalized Hollow Silica Microspheres: Efficient Biocatalysts for Enantiomer Selective Acylation of Alcohols and Amines

Olah

Suba

Boros³

et al. 2018

Period. Polytech. Chem. Eng.

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Hollow silica microspheres with promising physical properties (MAT540TM) as support for enzyme immobilization and biocatalyst were investigated in this study. The amine-functionalized MAT540TM was activated by six bisepoxides inclosing different spacers and used as epoxy-functionalized carrier for immobilization of lipase B from Candida antarctica (CaLB). The novel, covalently fixed CaLB biocatalysts were compared in kinetic resolution (KR) of racemic 1-phenyethanol rac-1 and five racemic amines rac-3a-e using shaken flasks and continuous-flow packed-bed microreactors. Mechanic stability, re-usability and the effect of temperature (0–90 °C) on productivity and enantiomer selectivity of the covalently immobilized CaLB were investigated. The best performing CaLB biocatalyst showed good mechanic stability after 24 h operation time in continuous-flow mode at 60 °C and provided in KRs of racemic 1-phenyethanol rac-1 with vinyl acetate and of five racemic amines with isopropyl 2-ethoxyacetate as acylating agent the non-reacted (S)-alcohol [(S)-1] or (S)-amines [(S)-3a-e] and the forming (R)-ester [(R)-2] or (R)-amide [(R)-4a-e] in good yields with high enantiomeric excess (ee > 99 %, for all).

show abstract

Section: Kinetic Resolution Of Racemic Amines Rac-3a-e With M540-f-calbsupporting

confidence: 70%

Lipase B from Candida antarctica Immobilized on Epoxy-functionalized Hollow Silica Microspheres: Efficient Biocatalysts for Enantiomer Selective Acylation of Alcohols and Amines

Olah

Suba

Boros³

et al. 2018

Period. Polytech. Chem. Eng.

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“…Application of microreactors is associated with process intensification meaning a reduction in equipment size by several orders of magnitude, thus causing a remarkable decrease in capital and energy costs and a positive environmental impact [1][2][3]. The commonly known advantages of microscale reactor technology are related to a high surface-area-to-volume ratio (because of thin channels), enhanced heat and mass transfer [4][5][6] and straightforward scale-up, because conventional scale-up is replaced by number-up [7]: a sufficient production volume is obtained by coupling microscale units in parallel.…”

Section: Introductionmentioning

confidence: 99%

Microreactor coating with Au/Al2O3 catalyst for gas-phase partial oxidation of ethanol: Physico-chemical characterization and evaluation of catalytic properties

Behravesh

Eränen

Kumar

et al. 2019

Chemical Engineering Journal

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Screening of Activation Tools to Design Sulfated Saccharides

et al. 2017

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O‐Sulfonation of saccharides using thermal, microwave and flow chemistry activation modes is described. To this end, we studied the exhaustive monosulfation at position 4 and disulfation at positions 4,6 of several monosaccharides bearing a large variety of protecting groups. Additionally the regioselective 6‐O sulfonation of 4,6‐diol was explored. It is demonstrated that microwave and flow chemistry activation provide significant benefits compared to classical thermal O‐sulfonation, drastically reducing the reaction time and/or the amount of sulfating reagent. To prove the versatility of the strategy, one example of 6‐O‐sulfonation of a disaccharide is also reported.

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9.03 Organic Synthesis in Small Scale Continuous Flow: Flow Chemistry

Cited by 4 publications

References 115 publications

Lipase B from Candida antarctica Immobilized on Epoxy-functionalized Hollow Silica Microspheres: Efficient Biocatalysts for Enantiomer Selective Acylation of Alcohols and Amines

Lipase B from Candida antarctica Immobilized on Epoxy-functionalized Hollow Silica Microspheres: Efficient Biocatalysts for Enantiomer Selective Acylation of Alcohols and Amines

Microreactor coating with Au/Al2O3 catalyst for gas-phase partial oxidation of ethanol: Physico-chemical characterization and evaluation of catalytic properties

Screening of Activation Tools to Design Sulfated Saccharides

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