HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-2-methylbiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromo-5-chlorotoluene | HCID 84476 | — |
| Reactant | HCID 178478979 | HCID 178478979 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-2-methylbiphenyl | HCID 18533493 | 89% |
Reaction Steps
1.03 mol of a phenylmagnesium chloride solution (26% by weight in THF) are added dropwise in the course of 60 minutes to a boiling solution of 1.0 mol of 2-bromo-5-chlorotoluene and 0.2 g of Pd(dppf) Cl2 *CH2Cl2 in 200 ml of THF. After stirring under reflux for eight hours (conversion >97%), the mixture is hydrolyzed with water. After purification by distillation, 4-chloro-2-methylbiphenyl is obtained as a colorless liquid in a yield of 89%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06066766 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-3deecb46e28e4a49ad976e7364338e4f |
| Source note | uspto-grants-2000_05 |