HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852910Generated: October 31, 2026
1,3-Dibromobenzene → HCID 71138417, compound
https://huagongshe.com/reaction/1852910
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3-Dibromobenzene | HCID 7927 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71138417 | HCID 71138417 | 42.7% |
Reaction Steps
To a solution of 1,3-dibromobenzene (10 g, 42 mmol) in toluene (424 mL), were added ethyl isonipecotate (6.5 mL, 42 mmol), rac-BINAP (2.0 g, 3.2 mmol), NaOtBu (4.9 g, 51 mmol) and Pd2(dba)3 (0.97 g, 1.1 mmol). The mixture was heated at 80° C. for 4 h and diluted with water and ethyl acetate and separated. The organic phase was dried over unhydrous Na2SO4 and evaporated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate 10:0 to 9:1) to give the titled compound (5.6 g, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08962619B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-260a500110bf437cbec56258203b414c |
|---|
| Source note | uspto-grants-2015_02 |
|---|