HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 4,4'-Dichlorobiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | p-Bromochlorobenzene | HCID 7806 | — |
| Reactant | HCID 178420682 | HCID 178420682 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,4'-Dichlorobiphenyl | HCID 16308 | — |
Reaction Steps
0.5 mol of a 25% strength by weight 4-chlorophenylmagnesium 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 0.25 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%, selectivity 98%). The organic phase is freed from the solvent by distillation. The crude 4,4'-dichlorobiphenyl 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-4e9a7076145b4f1aa26da704fab5abb4 |
| Source note | uspto-grants-2000_05 |