133220-63-0Relevant academic research and scientific papers
Efficient palladium-catalyzed synthesis of the styrene intermediate of a novel herbicide, indanofan
Hosokawa, Akemi,Yoshida, Kenji
, p. 1321 - 1323 (2003)
2-[2-(3-Chlorophenyl)allyl]-2-ethylindan-1,3-dione is a key intermediate of indanofan, a novel herbicide. 2-[2-(3-Chlorophenyl)allyl]-2-ethylindan-1,3-dione was efficiently prepared by palladium-catalyzed coupling of 2-(3-chlorophenyl)prop-2-en-1-ol with 2-ethylindan-1,3-dione or palladium-catalyzed three-component coupling of allene, 3-bromochlorobenzene and 2-ethylindan-1,3-dione.
Method for preparing indanofan
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, (2018/09/21)
The invention belongs to the technical field of medicines, and discloses a preparation method of indanofan (2-((2-(3-chlorophenyl)ethylene oxide-2-yl)methyl)-2-ethyl-1H-indene-1,3(2H)-dione). Two intermediates of the indanofan are 1-halogeno-3-(3-chloropropyl-1-ene-2-yl)benzene and 2-ethyl-1H-indene-1,3(2H)-dione. The invention discloses a preparation method of the two intermediates and a method for synthesizing the indanofan by using the two intermediates. The process route is novel, is short in step, high in yield and low in production cost, and has huge implementation values and social economic benefits.
A practical synthesis of indanofan via one-pot bromination of 3- chloroethylbenzene
Tanaka, Ken,Hosokawa, Akemi,Yoshida, Kenji
, p. 249 - 253 (2007/10/03)
A practical synthesis of Indanofan (1), a potent herbicide discovered by Mitsubishi Chemical Co. Ltd., was achieved starting from commercially available 3-chloroethylbenzene (2). 3-Chloro-α-bromostyrene (3), which was converted to 1-chloro-2-(3-chlorophenyl)prop-2-ene (5) in 2 steps, was synthesized via one-pot bromination of 2. 2-Ethylindane-1,3-dione (6) was synthesized from ethyl butyrate and ethyl phthalate (11) using NaOEt. The coupling reaction of 5 with 6 followed by oxidation with AcOOH afforded 1 in a high overall yield.
