HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868047Generated: October 31, 2026
Benzene, 1-bromo-2-(trifluoromethyl)- → HCID 68551028, compound
https://huagongshe.com/reaction/1868047
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-bromo-2-(trifluoromethyl)- | HCID 9806 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 4-(2-Naphthylsulfonyl)piperidine | HCID 22721937 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68551028 | HCID 68551028 | 50.1% |
Reaction Steps
A 5 mL microwave reaction vial was charged with 4-(2-naphthylsulfonyl)piperidine (82 mg, 0.30 mmol), 2-bromobenzotrifluoride (67 mg, 0.30 mmol), NaOt-Bu (40 mg, 0.42 mmol), Pd2(dba)3 (26 mg, 0.025 mmol), racemic BINAP (31 mg, 0.05 mmol), and dioxane (1.5 mL). The mixture was degassed with N2, capped, and heated in a 90° C. oil bath for 16 h. The mixture was diluted with CH2Cl2 (10 mL) and filtered through a plug of SiO2. The organic phase was concentrated and purified by SiO2 chromatography (15 to 30% EtOAc-hex) to afford the title compound (63 mg), a yellow oil, in 50% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07632838B2 |
|---|
| Source dataset | uspto-grants-2009_12 |
|---|
| ORD ID | ord-fae67ff6530d415798b9249e1e2f10d6 |
|---|
| Source note | uspto-grants-2009_12 |
|---|