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HRID 561452생성일: 2026년 10월 26일

Diethyl Ether → 2-(4-Chloro-2-methoxybenzoyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/561452

반응식

참여 물질

역할이름HCID투입량
반응물Diethyl EtherHCID 3283—
반응물2-Bromo-4-chloroanisoleHCID 521935—
반응물MagnesiumHCID 5462224—
반응물2-Cyano-N-methoxy-N-methylcyclopropanecarboxamideHCID 58392506—
촉매1,1-DibromoethaneHCID 11201—
용매TetrahydrofuranHCID 8028—
용매Ethyl AcetateHCID 8857—
생성물2-(4-Chloro-2-methoxybenzoyl)cyclopropanecarbonitrileHCID 58392548—

반응 단계

A solution of 500 mg (2.26 mmol) of 2-bromo-4-chloroanisole in 5 ml of diethyl ether was added dropwise to 57.6 mg (2.37 mmol) of magnesium turnings in 10 ml of diethyl ether, activated by adding a few drops of dibromoethane, and the reaction mixture was heated under reflux overnight. The reaction solution was added dropwise under argon to a solution of 316 mg (2.05 mmol) of the compound from Example 73A in 10 ml of THF, and the reaction mixture was heated under reflux for 2 h. It was diluted with ethyl acetate, and the organic phase was washed with water and saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 9/1) to result in 278 mg (58% of theory) of the title compound.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08063234B2
출처 데이터셋uspto-grants-2011_11
ORD IDord-1a0de785186246ae8028054f82ac8333
출처 메모uspto-grants-2011_11