HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromobenzoic acid → 1-Bromo-3-tert-butylbenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromobenzoic acid | HCID 11456 | — |
| Reactant | 1-(tert-Butyl)-3-ethynylbenzene | HCID 14989667 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 1-Bromo-3-tert-butylbenzene | HCID 343798 | — |
Reaction Steps
Reaction Scheme 4 discloses a specific synthetic route to 3-tert-butylphenyl ethyne (Compound 22) starting with meta bromobenzoic acid (Compound 23), which is treated with trimethylaluminum in hexane to yield 3-tert-butyl bromobenzene (Compound 24). 3-Tert-butyl bromobenzene 24 is thereafter converted into the ethyne derivative 22 through the trimethylsilyl ethyne intermediate 25 in steps similar to the steps described in connection with Reaction Scheme 3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013744 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-95eb4e571e7d4633bf4ca4e3787f2130 |
| Source note | uspto-grants-1991_05 |