HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-iodobenzene → 1-Bromo-2-(3-methyl-butyl)-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-iodobenzene | HCID 11415 | — |
| Reactant | HCID 178445878 | HCID 178445878 | — |
| Catalyst | Dibenzalacetone palladium | HCID 72499888 | — |
| Product | 1-Bromo-2-(3-methyl-butyl)-benzene | HCID 21063769 | 78.1% |
Reaction Steps
Charge a Schlenck flask with palladium dibenzylidene acetone (88 mg, 0.16 mmol) and tri-o-furyl phosphine (72 mg, 0.31 mmol), purge with nitrogen and add 2 ml of dry THF. Stir for 2 minutes, until the deep purple solution turns to greenish yellow and add 1-iodo-2-bromo benzene (0.8 ml. 6.2 mmol) followed by 3-methyl-butyl zinc (0.5 M solution in THF, 30 ml, 15 mmol). React at rt for 4 hours. Add silica gel, concentrate, load onto a flash chromatography column and elute with hexane to obtain the title compound as a colorless liquid (1.1 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618978B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-403cd73f02314f6fbadf2e87ea6ae88d |
| Source note | uspto-grants-2009_11 |