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HRID 4766作成日:2026年10月23日

Acetate → 2-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/ja/reaction/4766

反応式

関与物質

役割名称HCID仕込み量
反応物AcetateHCID 175—
反応物TriphenylphosphineHCID 11776—
反応物2-Bromo-m-xyleneHCID 68471—
反応物N-AllylphthalimideHCID 224401—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
溶媒TriethylamineHCID 8471—
生成物2-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dioneHCID 54447522—

反応条件

温度100 °C

反応手順

A mixture 9.3 g (50 mmole) of 2-bromo-m-xylene, 15.0 g (80 mmole) of N-allylphthalimide, 0.56 (2.5 mmole) of paladium acetate and 1.44 (5.5 mmole) of triphenylphosphine were dissolved in 111 ml of triethylamine. The solution was placed in a sealed container and heated at 100° C. for 24 hours. The reaction was then diluted with 800 ml of ether and 200 ml of water. The aqueous layer was separated and the organic washed twice with 100 ml portions of 2N HCl. After filtering the organic phase, washing with saturated KHCO3 and brine, and drying over MgSO4, it was concentrated on the steam bath. The resulting solid product was purified by flash chromotography and used in subsequent reactions.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04727189
出典データセットuspto-grants-1988_02
ORD IDord-adb591f5d8e14cf994f271977a5de703
出典メモuspto-grants-1988_02