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HRID 15640作成日:2026年10月26日

Tributylphosphine → methyl[(3S)-6-({4'-[2-(ethylthio)ethoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate

https://huagongshe.com/reaction/15640

反応式

関与物質

役割名称HCID仕込み量
反応物TributylphosphineHCID 13831—
反応物1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
反応物(S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetateHCID 53393313—
反応物{4'-[2-(Ethylthio)ethoxy]-2',6'-dimethylbiphenyl-3-yl}methanolHCID 59342614—
溶媒TolueneHCID 1140—
溶媒HexaneHCID 8058—
生成物methyl[(3S)-6-({4'-[2-(ethylthio)ethoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetateHCID 5934255760%

反応手順

A solution of methyl[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]acetate (0.250 g, 1.20 mmol), {4′-[2-(ethylthio)ethoxy]-2′,6′-dimethylbiphenyl-3-yl}methanol (0.380 g, 1.20 mmol) and tributylphosphine (0.388 g, 1.92 mmol) in toluene (20 mL) was stirred, 1,1′-(azodicarbonyl)dipiperidine (0.484 g, 1.92 mmol) was added, and the mixture was stirred at room temperature for 1 hr under nitrogen atmosphere. Hexane (10 mL) was added to the reaction mixture, the precipitated insoluble substance was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60) to give the title compound (0.363 g, yield 60%) as a pale-yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07732626B2
出典データセットuspto-grants-2010_06
ORD IDord-3b8d2eeac70e4f3b8da5bb99e838878e
出典メモuspto-grants-2010_06