HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromomethyl-5-(4-bromo-phenyl)-3-methyl-isoxazole → HCID 66577235, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromomethyl-5-(4-bromo-phenyl)-3-methyl-isoxazole | HCID 66577223 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66577235 | HCID 66577235 | — |
Reaction Conditions
| Temperature | -40 °C |
|---|
Reaction Steps
Copper(I) iodide (0.187 g, 0.98 mmol) was suspended in THF (43 mL) then cooled to −40° C. under N2 atmosphere. Vinylmagnesium bromide (1 M in THF, 9.74 mL, 9.74 mmol) was added over the course of 4 minutes and the reaction continued stirring for 18 minutes. Next, 4-bromomethyl-5-(4-bromo-phenyl)-3-methyl-isoxazole (2.15 g, 6.5 mmol) in THF (11 mL) was added over the course of 15 minutes. The reaction was placed in a −20° C. overnight. After warming the reaction was submitted to standard aqueous workup to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090573B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-e614eb94e19f425dbee5ad27a0fa7641 |
| Source note | uspto-grants-2015_07 |