Nitrogen → HCID 86685071, compound

Participants

Role	Name	HCID	Charge
Reactant	Nitrogen	HCID 947	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1-Propene, 2-bromo-3,3,3-trifluoro-	HCID 272696	—
Reactant	HCID 86685072	HCID 86685072	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Water	HCID 962	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 86685071	HCID 86685071	36.4%

Reaction Steps

A mixture of 2-(3,5-dibromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (300 mg, 0.79 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (207 mg, 1.18 mmol), Pd(dppf)Cl2 (112 mg, 0.16 mmol), K2CO3 (218 mg, 1.58 mmol) in THF (2 mL) and water (1 mL) was heated at 80° C. in a sealed vial under N2 atmosphere for 12 h, cooled to rt, quenched with water, extracted with EA (3×10 mL). The combined organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography eluted with PE to give 1,3-dibromo-2-fluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (100 mg, yield 30%) as solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08853186B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-0906326d3dee472cbe82d52028bfd9a8
Source note	uspto-grants-2014_10