- A practical synthesis of indanofan via one-pot bromination of 3- chloroethylbenzene
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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.
- Tanaka, Ken,Hosokawa, Akemi,Yoshida, Kenji
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- Method for preparing indanofan
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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.
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- Epoxy compound (by machine translation)
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[Problem] safe, efficient and economical, and high purity of the objective compound, epoxy compound production. (1) represented by the general formula [a], and, more a 300 molecular weight styrene compound, tungsten compound in the presence of the onium salts, hydrogen peroxide is reacted with, of the general formula (1) carbon - carbon double bond contained in the compound represented by the epoxy compound can be oxidized. (A is an electron withdrawing group having a benzene ring. R1 The, 1 - 20 carbon atoms of alkyl group which may have a substituent. )[Drawing] no (by machine translation)
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Paragraph 0073; 0077-0078
(2017/07/31)
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- METHOD FOR PRODUCING EPOXY COMPOUND
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PROBLEM TO BE SOLVED: To efficiently and safely produce an epoxy compound by suppressing decomposition of hydrogen peroxide in a method for producing an epoxy compound, in which a compound having a carbon-carbon double bond is reacted with hydrogen peroxide in the presence of a catalytic metal such as a tungsten compound and an onium salt. SOLUTION: The method for producing an epoxy compound, which produces an epoxy compound by reacting a compound having a carbon-carbon double bond with hydrogen peroxide to perform an epoxidation reaction, is characterized by: performing the epoxidation reaction in a two-phase solution comprising an aqueous phase containing at least one of a tungsten compound and a molybdenum compound, and an organic phase containing a compound having a carbon-carbon double bond, in the presence of an onium salt; and adding the hydrogen peroxide to the two-phase solution so that the hydrogen peroxide concentration in the aqueous phase is 7 mass% or less. COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0122
(2016/12/16)
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- Indan-1,3-dione derivative and herbicidal composition containing the same as active ingredient
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The present invention provides indan-1,3-dione derivatives, including derivatives represented by the following formula (I): STR1 wherein R1 represents a hydrogen atom or a lower alkyl group; R2 represents a group represented by STR2 wherein E represents a (substituted) phenyl group or a (substituted) pyridyl group; Y represents a hydroxyl group; and Z represents a halogen atom, a (substituted) alkylsulfonyloxy group or a (substituted) phenylsulfonyloxy group, or Y and Z are bonded to represent --O--; and A represents a (substituted) 1,3-butadienylene group or a (substituted) 1,3-azabutadienylene group, and a herbicidal composition containing the same as an active ingredient. The compound of the formula (I) shows high herbicidal activity against gramineous weeds, cyperaceous weeds, etc. but shows markedly low phytotoxicity against crops.
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