Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Reactant | HCID 86630685 | HCID 86630685 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86630687 | HCID 86630687 | — |
Reaction Steps
To a mixture of 3.90 g of the crude product obtained in step 3 and 3.00 g 4-formylphenylboronic acid in 180 ml 1,2-dimethoxyethane are added 0.55 g dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) and 25 ml of a 10% w/w sodium carbonate solution. The resulting mixture is heated to 90° C. under an inert gas atmosphere for 20 h. The work up is performed by diluting the reaction mixture with water and dichloromethane, separating the phases and extraction of the aqueous phase with dichloromethane. The combined organic layers are dried over sodium sulphate, the solvent is evaporated and the residue is suspended in ethyl acetate. The crude product is isolated by filtration, witch is purified on silica gel (dichloromethane/methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614218B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-64d8dcad3ce54895a11068b9260fea0e |
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| Source note | uspto-grants-2013_12 |
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