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HRID 1900717作成日:2026年10月27日

2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one → 2,3,6,7,8,9-Hexahydro-2-hydroxymethyl-5-methylfuro[2,3-f]quinoline-7-one

https://huagongshe.com/reaction/1900717

反応式

関与物質

役割名称HCID仕込み量
反応物2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 23369679—
反応物HCID 178418361HCID 178418361—
触媒PalladiumHCID 23938—
溶媒Acetic AcidHCID 176—
生成物2,3,6,7,8,9-Hexahydro-2-hydroxymethyl-5-methylfuro[2,3-f]quinoline-7-oneHCID 2336972372.8%

反応手順

2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (538 mg) was added to acetic acid (AcOH) (11 ml). To the obtained mixture, 10% palladium-on-carbon (323 mg) was added, and the solution was hydrogenated in the atmosphere of hydrogen at 50° C. under atmospheric pressure. After completion of the reaction, the catalyst was filtered off. The solvent was evaporated, and the residue was dissolved in chloroform. The solution was washed with aqueous sodium bicarbonate solution and water in this order, and dried. Subsequently, the solvent was evaporated to obtain 478 mg of a crude. The obtained crude was purified by silica gel column chromatography (eluent:=chloroform:methanol=100:1), to obtain 395 mg of the target compound (72.8%). This substance was recrystallized from a solvent mixture of chloroform-n-hexane. As a result, colorless powdery crystals having a melting point of 172°-173° C. were obtained.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05576324
出典データセットuspto-grants-1996_11
ORD IDord-0f3eefda9de44bdca1059d0faf19ae01
出典メモuspto-grants-1996_11