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 were 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 was heated to 90° C. under an inert gas atmosphere for 20 h. The work up was 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 were dried over sodium sulphate, the solvent was evaporated and the residue was suspended in ethyl acetate. The crude product was isolated by filtration, which was purified on silica gel (dichloromethane/methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957064B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-e71e00d7aefa492e959dc257953ff0ff |
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| Source note | uspto-grants-2015_02 |
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