HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 498894Erstellt: 25. Oktober 2026
3-Benzyloxy-phenylboronic acid → 1,3,5-Trimethoxybenzene
https://huagongshe.com/reaction/498894
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 3-Benzyloxy-phenylboronic acid | HCID 2734313 | — |
| Edukt | methyl (E)-3-cyclopropyl-2-methyl-3-(4-methylphenyl)sulfonyloxyprop-2-enoate | HCID 90357412 | — |
| Reagenz | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Katalysator | HCID 178479801 | HCID 178479801 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 1,3,5-Trimethoxybenzene | HCID 69301 | — |
| Produkt | 3-Benzyloxy-phenylboronic acid | HCID 2734313 | — |
| Produkt | methyl (E)-3-cyclopropyl-2-methyl-3-(4-methylphenyl)sulfonyloxyprop-2-enoate | HCID 90357412 | — |
| Produkt | methyl (E)-3-cyclopropyl-2-methyl-3-(3-phenylmethoxyphenyl)prop-2-enoate | HCID 90357628 | — |
| Produkt | (Z)-methyl 3-(3-(benzyloxy)phenyl)-3-cyclopropyl-2-methylacrylate | HCID 90357629 | — |
| Interner Standard | 1,3,5-Trimethoxybenzene | HCID 69301 | — |
Reaktionsschritte
To a 4 ml reaction vial equipped with a magnetic
tumble stir disc under N2 atmosphere was charged (E)-methyl 3-cyclopropyl-2-methyl-3-
(tosyloxy)acrylate 3-(E) (40.0 mg, 0.129 mmol), (3-(benzyloxy)phenyl)boronic acid 4 (32.3 mg,
0.142 mmol), palladium precatalyst 5 (5.96 mg, 6.44 µmol) and 1,3,5-trimethoxybenzene (2.17
mg, 0.013 mmol). ACN (1000 µl) and water (10 µl) were added and the mixture agitated to
dissolve all solids. To a 40 ml vial was charged K3PO4 (2.12 g, 10.0 mmol) and water to dilute to
10 ml. The resulting 1 M aqueous K3PO4 solution was then sparged with N2 gas for 30 min in
preparation for automated dispensing (387 µl, 0.387 mmol). Finally, to a 96-well sample dilution
plate was charged 400 µl of a 9:1 mixture of acetonitrile and aqueous pH 3.5 ammonium formate
buffer.
Herkunft & Nachweise
| DOI | 10.1039/c9re00086k |
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| Quelldatensatz | Development of an automated kinetic profiling system with online HPLC for reaction optimization |
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| ORD ID | ord-c2765f052e4d456ca9fb07cfb28c3328 |
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| Quellennotiz | Development of an automated kinetic profiling system with online HPLC for reaction optimization |
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