HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromotoluene → 2-(3-Methylphenyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromotoluene | HCID 11560 | — |
| Reactant | 2-Bromobenzonitrile | HCID 16272 | — |
| Reactant | HCID 178418306 | HCID 178418306 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Catalyst | HCID 178420538 | HCID 178420538 | — |
| Product | 2-(3-Methylphenyl)benzonitrile | HCID 1394243 | 46.7% |
Reaction Steps
3-Bromotoluene (17.5 mmoles, 3.0 g) was reacted with t-BuLi (19.3 moles) and ZnCl2 (19.3 mmoles, 2.62 g) followed by a Ni(PPh3)4 coupling to 2-bromobenzonitrile (17.5 mmole, 3.2 g) as in Preparation 1. The intermediate was purified by chromatography over silica gel eluted with 20% ether in hexane to yield 1.58 g of 2-(3-methylphenyl)-benzonitrile (MS)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05612360 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-9ccc724f711f4fd3835b9e850991d580 |
| Source note | uspto-grants-1997_03 |