In:
Chemistry – A European Journal, Wiley, Vol. 23, No. 52 ( 2017-09-18), p. 12729-12734
Abstract:
A practical and cost‐effective ruthenium‐catalyzed self‐metathesis of non‐refined methyl oleate (85 %) derived from very high oleic sunflower oils was demonstrated at pilot scale using a robust and kg‐scale commercially available SIPr‐M71 pre‐catalyst. The simple addition of 1 wt % bleaching earths (Tonsil 110FF) to a thermally pretreated oil could efficiently prevent catalyst deactivation. Remarkably, without the need for filtration, the catalytic system was able to achieve a turnover number (TON) of more than 744 000 at a catalyst loading of only 1 ppm. At large scale (up to 200 kg), the equilibrium of the self‐metathesis reaction was reached within 1 hour at 50 °C under neat conditions at a very low 5 ppm catalyst loading to produce the expected primary metathesis products (PMP), that is, 9‐octadecene and dimethyl‐9‐octadecenoate, with a productive TON of 94900.
Type of Medium:
Online Resource
ISSN:
0947-6539
,
1521-3765
DOI:
10.1002/chem.201703049
Language:
English
Publisher:
Wiley
Publication Date:
2017
detail.hit.zdb_id:
1478547-X
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