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HRID 29058作成日:2026年10月26日

Toluene → 1-(1-Naphthalen-1-yl-ethyl)-6-phenethyl-octahydro-pyrrolo[2,3-c]pyridine

https://huagongshe.com/reaction/29058

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Diisobutylaluminum hydrideHCID 14487—
反応物1-(1-Naphthalen-1-yl-ethyl)-6-phenethyl-octahydro-pyrrolo[2,3-c]pyridin-7-oneHCID 67003265—
溶媒TetrahydrofuranHCID 8028—
生成物1-(1-Naphthalen-1-yl-ethyl)-6-phenethyl-octahydro-pyrrolo[2,3-c]pyridineHCID 6700326149.8%

反応手順

To a solution of 4 (4.8 g, 12 mmol) in THF (100 mL) is added slowly 1 M DIBAL in toluene, (50 mL, 50 mmol) at −78° C. The mixture is stirred at room temperature for 1 hour and quenched with 20 mL of water. The solvent is evaporated, the residue is diluted with 100 mL of 1:1 saturated Rochells salt/15% NaOH, and this extracted with EtOAc (4×50 mL). The organic extracts are combined, dried and concentrated under vacuum. The residue is purified by flash chromatography (silica gel; Hexane/EtOAc 1:9) to provide 2.3 g (48%) of the title compound. M+H+=385.26.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07419975B2
出典データセットuspto-grants-2008_09
ORD IDord-5948753222ef477090a7d1c6fc09bb4d
出典メモuspto-grants-2008_09