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HRID 427764作成日:2026年10月25日

Tetrahydrofuran → 3-(1H-Indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-1-octadec-9-enoyl-pyrrole-2,5-dione

https://huagongshe.com/reaction/427764

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物Lithium HexamethyldisilazideHCID 2733832—
反応物9-Octadecene, 1-chloro-HCID 5367784—
反応物3-(1H-Indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dioneHCID 9886463—
生成物3-(1H-Indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-1-octadec-9-enoyl-pyrrole-2,5-dioneHCID 6977653570%

反応条件

温度-60 °C

反応手順

A solution of 3-(1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione (250 mg, 0.65 mmol), prepared as described in U.S. Ser. No. 09/268,887, was dissolved in THF (15 ml) and cooled to −60° C. To this solution was added lithium bis(trimethylsilyl)amide (0.7 mmol, 0.7 ml, 1.0 M in THF), followed by oleyl chloride (Aldrich) (0.300 g, 1.0 mmol) in THF (5 ml). The resulting mixture was stirred at 0° C. for 1 hr. All solvent was evaporated and the crude material was pre-purified by silica gel chromatography. The resulting products were separated using silica gel chromatography using a gradient of ethyl acetate and hexane. This gave 310 mg of 3-(1H-Indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-1-octadec-9-enoyl-pyrrole-2,5-dione. (Yield 70 %)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06313143B1
出典データセットuspto-grants-2001_11
ORD IDord-78475b704eec4707b57d9a064829f4ce
出典メモuspto-grants-2001_11