Triphenylphosphine → HCID 66841610, compound

https://huagongshe.com/reaction/1929083

Participants

Role	Name	HCID	Charge
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	(5-Chlorobenzofuran-3-yl)methanol	HCID 3757833	—
Reactant	1-tert-butyl 2-ethyl 4-hydroxy-1H-indole-1,2-dicarboxylate	HCID 59600138	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 66841610	HCID 66841610	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

100 (4 g, 21.9 mmol), 102 (6.7 g, 21.9 mmol), triphenylphosphine (17.3 g, 65.8 mmol) and 40% diethyl azadicarboxylate solution (31.8 ml, 65.8 mmol) are dissolved in THF and cooled to 0° C. Then a solution of N-ethyldiisopropylamine (11.2 ml, 65.8 mmol) in THF is added dropwise. After the addition is completed, the mixture is stirred at room temperature for 2 h. Then the mixture is evaporated under reduced pressure. The residue is diluted with ethyl acetate, washed with saturated NaHCO3-solution and dried over Na2SO4. The crude product is purified by Flash-chromatography (ethyl acetate/hexanes (3:7), silicagel).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08183366B2
Source dataset	uspto-grants-2012_05
ORD ID	ord-072ed7d33d734ea1991b6a3cf903217c
Source note	uspto-grants-2012_05