HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 4-chloro-4'-methyl-1,1'-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | p-Bromochlorobenzene | HCID 7806 | — |
| Reactant | HCID 178420640 | HCID 178420640 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-4'-methyl-1,1'-biphenyl | HCID 2757677 | — |
Reaction Steps
0.5 mol of a 25% strength by weight 4-methylphenylmagnesium chloride/THF solution is added dropwise in the course of 30 minutes to a boiling solution of 0.5 mol of 1,4-bromochlorobenzene and 0.0025 g of Pd(dppf)Cl2 *CH2Cl2 in 100 ml of THF. After stirring under reflux for four hours, the mixture is hydrolyzed with dilute sulfuric acid (conversion 99%, selectivitity 97%). The organic phase is freed from the solvent by distillation. The crude 4-chloro-4'-methylbiphenyl thus obtained is recrystallized from ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06066766 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-768c9e19fdef43008a7deb568c32bc5f |
| Source note | uspto-grants-2000_05 |