HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromobenzene → HCID 59866480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromobenzene | HCID 7927 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dibenzothiophene-4-boronic acid | HCID 2734329 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59866480 | HCID 59866480 | — |
Reaction Steps
Dibenzo[b,d]thiophen-4-yl-boronic acid (10.00 g, 43.8 mmol), 1,3-dibromobenzene (20.69 g, 88 mmol) and Pd(PPh3)4 catalyst (0.507 g, 0.438 mmol) were dissolved in 200 mL of toluene, and potassium carbonate (18.18 g, 132 mmol) in 50 mL of water was added, and the mixture was refluxed overnight under N2. The mixture was cooled to room temperature, and the organic layer was separated, filtered and evaporated. The residue after evaporation was purified by column chromatography on silica gel (eluted with hexane/DCM 95/5 v/v mixture), followed by recrystallization from hexane. 4-(3-bromophenyl)dibenzo[b,d]thiophene was obtained as white solid (12 g, 81% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580399B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-370799ebaa9d4434b92425a9dfeb29c4 |
| Source note | uspto-grants-2013_11 |