Cesium carbonate → 5-Bromo-2-chloro-3-(4-propoxybenzyl)thiophene

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	1-Iodopropane	HCID 33643	—
Reactant	4-((5-Bromo-2-chlorothiophen-3-yl)methyl)phenol	HCID 66690904	—
Solvent	Acetone	HCID 180	—
Product	5-Bromo-2-chloro-3-(4-propoxybenzyl)thiophene	HCID 66693637	105.2%

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a solution of phenol 4 (500 mg, 1.65 mmol) in acetone (25 mL) were added 1-iodopropane (0.5 mL, 4.95 mmol) and Cs2CO3 (460 mg, 4.95 mmol) at room temperature. The mixture was stirred at 60° C. for 12 hours. The reaction mixture was cooled to room temperature and filtered off through celite. The filtrate was concentrated in vacuo. The residue was purified by silica column chromatography (Biotage) to provide the title compound 5 (600 mg, 99%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09006187B2
Source dataset	uspto-grants-2015_04
ORD ID	ord-958801c9981e4be9b26bf2dc402475e9
Source note	uspto-grants-2015_04