Triethylamine → HCID 23092672, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Cinnamic Acid	HCID 444539	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	HCID 23092640	HCID 23092640	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 23092672	HCID 23092672	85.9%

Reaction Steps

To a solution of B1 (200 mg) in N,N-dimethylformamide (1.5 ml) is added (E)-3-phenyl-acrylic acid (142 mg; 0.96 mmol), TBTU (308 mg; 0.96 mmol) and NEt3 (97 mg; 0.96 mmol). The mixture is stirred at RT for 20 h. Saturated NaHCO3 solution is added and the aqueous layer is extracted with EtOAc (3×20 ml). The combined organic layer is washed with brine, dried and concentrated in vacuo. The crude material is purified by flash chromatography on silica gel eluting with light petroleum/EtOAc (1:2) to give the compound (288 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07714010B2
Source dataset	uspto-grants-2010_05
ORD ID	ord-50212aa721dd47f98e774a49b6afb7b8
Source note	uspto-grants-2010_05