HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 4-(4-tert-butyl-1-cyclohexen-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 4-Methoxycarbonylphenylboronic acid | HCID 2734369 | — |
| Reactant | HCID 10935034 | HCID 10935034 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 4-(4-tert-butyl-1-cyclohexen-1-yl)benzoate | HCID 22730509 | — |
Reaction Steps
A mixture of Example 5A (286 mg, 1.0 mmol), (4-methoxycarbonylphenyl)-boronic acid (216 mg, 1.2 mmol), Pd(dppf)Cl2.CH2Cl2 (37 mg, 0.05 mmol), and cesium fluoride (454 mg, 3.0 mmol) in dioxane (5 mL) was heated to 90° C., stirred for 16 hours, filtered through a pad of silica gel (10 g) with diethyl ether (5 mL) and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5% ethyl acetate/hexanes to provide the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754886B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-e907d802de8a4a50a81608281c3fe82d |
| Source note | uspto-grants-2010_07 |