Sodium Iodide → Methyl-2-(4-iodophenyl)-2-methyl-propionate

Participants

Role	Name	HCID	Charge
Reactant	Sodium Iodide	HCID 5238	—
Reactant	N,N'-Dimethylethylenediamine	HCID 8070	—
Reactant	Methyl 2-(4-bromophenyl)-2-methylpropanoate	HCID 3651431	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	Methyl-2-(4-iodophenyl)-2-methyl-propionate	HCID 21107277	—

Reaction Conditions

Temperature	110 °C

Reaction Steps

To 0.45 g (1.7 mmol) 2-(4-bromo-phenyl)-2-methyl-propionic acid methyl ester (WO2008/002671) in 1.5 mL 1,4-dioxane are added 34 mg (0.18 mmol) copper(I) iodide, 0.53 g (3.5 mmol) sodium iodide and 0.04 mL (0.35 mmol) N,N′-dimethylethylendiamine under inert gas atmosphere. The mixture is stirred at 110° C. for 12 h. After cooling, the mixture is diluted with EtOAc and washed with 5% ammonia and water. The organic layer is dried over sodium sulphate. The solvent is evaporated to yield the desired product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08877754B2
Source dataset	uspto-grants-2014_11
ORD ID	ord-7abb273025a24a32a20970e1b100f87e
Source note	uspto-grants-2014_11