Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Produkt | 4-Hydroxy-(1,1'-biphenyl)-3-carbaldehyde | HCID 12264658 | 50% |
Reaktionsschritte
(Fahmy, A. M.; Revue Roumaine de Chimie 1985, V30(8), P749-52) Bromosalicaldehyde (S1, 525 mg, 2.6 mmol), phenylboronic acid (S2, 349 mg, 2.86 mmol), Pd(dppf)Cl2.CH2Cl2 (106 mg, 0.13 mmol) and Na2CO3 (413 mg, 3.9 mmol) were dissolved in degassed DME/H2O (3:1) and stirred at reflux (100° C.) for 5 h. After cooling, the mixture was poured into water and extracted with DCM (3×100 ml). The combined organic layers were dried over Na2SO4 and the residue purified by silica gel chromatography (Et2O, 100%) to afford the title compound (250 mg, 50%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08563557B2 |
|---|
| Quelldatensatz | uspto-grants-2013_10 |
|---|
| ORD ID | ord-e81718c76b784abb83d3e438479e8b3f |
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| Quellennotiz | uspto-grants-2013_10 |
|---|
