HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Ethyl Ketone → 4-(Benzyloxy)-4'-bromo-1,1'-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Ethyl Ketone | HCID 6569 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-4'-hydroxybiphenyl | HCID 95093 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(Benzyloxy)-4'-bromo-1,1'-biphenyl | HCID 22465773 | 85.8% |
Reaction Steps
First, 25.0 g of benzyl bromide, 36.42 g of 4′-bromo-4-hydroxybiphenyl, 36.4 g of potassium carbonate, and 300 ml of methyl ethyl ketone were put in a1 flask, and stirred under reflux for six hours. After the reaction, 300 ml of tetrahydrofuran was added to the reaction solution, and a mixture was cooled to ambient temperature. Insoluble material was filtered off, and toluene was added to the filtrate to separate an organic layer. The organic layer was washed with a saturated brine and dried with sodium sulfate. The solvent was then distilled off. The residue was recrystallized from acetone, to obtain 42.56 g (Y: 85.8%) of 4-benzyloxy-4′-bromobiphenyl. The purity of the resultant compound was 99.0% as measured by GC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06388146B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-ca6103f2dd4f45f2894ab0de8930d9e6 |
| Source note | uspto-grants-2002_05 |