HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyldiazomethane → ((2RS,3SR)-2-(4-chlorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl)(trimethyl)silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | (E)-2-(4-Chlorostyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 11021782 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | ((2RS,3SR)-2-(4-chlorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl)(trimethyl)silane | HCID 131735783 | — |
Reaction Steps
To a solution of 2-((E)-2-(4-chlorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (300 mg) and Pd(OAc)2 (127 mg) in Et2O (10 ml) was added trimethylsilyldiazomethane (2.83 ml), and the mixture was stirred at room temperature for 3 h. The mixture was purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (260 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-9419eac3bf8c41daaa87f6549c9f1e8d |
| Source note | uspto-grants-2016_06 |