HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → [2-(3'-Hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | (3-hydroxyphenyl)boronic Acid | HCID 2734359 | — |
| Reactant | [2-(4-Bromo-phenyl)ethyl]-carbamic acid tert-butyl ester | HCID 14221818 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | [2-(3'-Hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert-butyl ester | HCID 68578938 | — |
Reaction Steps
A mixture of [2-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (500 mg), 3-hydroxybenzeneboronic acid (296 mg), sodium carbonate (265 mg), palladium (II) acetate (7 mg) and tricyclohexylphosphine (10 mg) in water (3 ml) and dioxane (12 ml) is kept at 90° C. under micro wave conditions for 180 min. The mixture is cooled down to rt and is filtered through an EXTUBE extraction column (Varian) with EtOAc (200 ml). The filtrate is evaporated and the resulting crude product is purified on silica (150 g) with cyclohexane/EtOAc 5/1 to afford pure [2-(3′-hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700605B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-62874e7a10fd4e0c8e2377faaf3a635e |
| Source note | uspto-grants-2010_04 |