Tri-o-tolylphosphine → Ethyl (E)-4-[2-(5,6-dihydro-5,5-dimethyl-8-(phenylthio)naphthalenyl)ethenyl]benzoate

関与物質

役割	名称	HCID	仕込み量
反応物	Tri-o-tolylphosphine	HCID 80271	—
反応物	Ethyl 4-vinylbenzoate	HCID 10866858	—
反応物	4,4-Dimethyl-7-bromo-1-phenylthio-3,4-dihydronaphthalene	HCID 15896018	—
触媒	palladium(II) acetate	HCID 167845	—
溶媒	Triethylamine	HCID 8471	—
生成物	Ethyl (E)-4-[2-(5,6-dihydro-5,5-dimethyl-8-(phenylthio)naphthalenyl)ethenyl]benzoate	HCID 19695074	—

反応条件

温度	90 °C

反応手順

To a degassed solution of 0.35 g (1.0 mmol) of 2-bromo-5,6 -dihydro-5,5-dimethyl-8-(phenylthio)-naphthalene (Compound A35) and 0.34 g (1.9 mmol) of ethyl 4-vinylbenzoate in 4.0 mL of triethylamine, was added 0.066 g (0.2 mmol) of tri-o-tolylphosphine and then 0.025 g (0.1 mmol) of palladium(II) acetate. The reaction was heated at 90° C. for 2.25 h. The reaction was concentrated in vacua. The residue was purified by flash chromatography (silica, 5% ethyl acetate in hexane), followed by recrystallization using EtOH to afford the title compound as white crystals.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US06555690B2
出典データセット	uspto-grants-2003_04
ORD ID	ord-823399b56a85447a867c10230d5890db
出典メモ	uspto-grants-2003_04