Triethylamine → Ethyl 3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylate

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Ethyl Acrylate	HCID 8821	—
Reactant	Ethyl Acetate	HCID 8857	—
Reactant	t-Butyl [2-(5-cyano-2-iodophenoxy)ethyl]carbamate	HCID 11111864	—
Catalyst	palladium(II) acetate	HCID 167845	—
Solvent	Dimethylformamide	HCID 6228	—
Product	Ethyl 3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylate	HCID 69921285	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

11.0 g (28.4 mmol) of 3-[2-(t-butoxycarbonylamino)ethoxy]-4-iodobenzonitrile was dissolved in 200 ml of DMF. 15.4 ml (142 mmol) of ethyl acrylate, 20 ml (142 mmol) of triethylamine and 127 mg (0.567 mmol) of palladium acetate were added to the obtained solution. They were stirred at 100° C. overnight and then treated with ethyl acetate as the extraction solvent in an ordinary manner to obtain the crude product. After the purification by the silica gel column chromatography, the title compound was obtained.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06812231B2
Source dataset	uspto-grants-2004_11
ORD ID	ord-6fcd5222fd0b47fe8a222238ed191871
Source note	uspto-grants-2004_11