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HRID 1893029作成日:2026年10月27日

Diisopropylcarbodiimide → 6-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic Acid Pentafluorophenyl Ester

https://huagongshe.com/reaction/1893029

反応式

関与物質

役割名称HCID仕込み量
反応物DiisopropylcarbodiimideHCID 12734—
反応物PentafluorophenolHCID 13041—
反応物1,3-Dihydro-1,3-dioxo-2H-isoindole-2-hexanoic acidHCID 78185—
溶媒DichloromethaneHCID 6344—
生成物6-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic Acid Pentafluorophenyl EsterHCID 59347289101.3%

反応条件

温度0 °C

反応手順

Referring to scheme 12, compound 41a (13.3 g, 51 mmol) was dissolved in anhydrous dichloromethane (40 mL) and cooled to 0° C. under argon. To the solution were added diisopropyl carbodiimide (6.31 g, 7.7 mL, 50 mmol) and pentafluoro phenol (42, 9.2 g, 50 mmol). After overnight the reaction mixture was evaporated to dryness. To the residue ethyl acetate (100 mL) was added and the filtered to remove diisopropyl urea. The precipitate was washed with ethyl acetate (50 mL). The combined organic layer was washed with saturated sodium bicarbonate and water. The organic layer was dried over sodium sulfate, filtered and evaporated to dryness. Compound 43a (Rf=0.8 in 10% EtOAc/Hexane, 21.65 g, 92%) was obtained, which was directly used for the next step without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08507661B2
出典データセットuspto-grants-2013_08
ORD IDord-04b44437682648cb98857172d8b96b0d
出典メモuspto-grants-2013_08