Back
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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-2-(trifluoromethyl)-HCID 9806—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-(2-Naphthylsulfonyl)piperidineHCID 22721937—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68551028HCID 6855102850.1%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632838B2
Source datasetuspto-grants-2009_12
ORD IDord-fae67ff6530d415798b9249e1e2f10d6
Source noteuspto-grants-2009_12