Potassium Carbonate → HCID 59377985, compound

https://huagongshe.com/reaction/2065740

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Trimethylboroxine	HCID 574072	—
Reactant	HCID 59377970	HCID 59377970	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Water	HCID 962	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 59377985	HCID 59377985	71%

Reaction Conditions

Temperature	110 °C

Reaction Steps

To a solution of 2-(5-amino-4-bromo-2-chloro-phenyl)-malonic acid diethyl ester (1.25 g, 3.43 mmol) in dioxane (20 ml) and water (2 ml) was added potassium carbonate (1.42 g, 10.28 mmol), PdCl2(dppf) (0.28 g, 0.342 mmol) and trimethyl boroxine (0501 ml, 3.42 mmol). The mixture was stirred at 110° C. for 18 hours, then cooled to room temperature and filtered. The filtrate was concentrated to dryness under reduced pressure. Purification of the crude product by flash chromatography (hexanes:EtOAc 8:2) gave 0.270 g (71%) of 2-(5-amino-2-chloro-4-methyl-phenyl)-malonic acid diethyl ester as a yellow oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08288552B2
Source dataset	uspto-grants-2012_10
ORD ID	ord-b3958ef4471c47b98ce2e9a34ff9e108
Source note	uspto-grants-2012_10