• Bulletin of the Korean Chemical Society
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• 제16권12호
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• pp.1208-1212
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• 1995

A 86:14 isomeric mixture of 3,4-[3'-(dichlorosilyl)isopropyl]benzo-1,1-dichloro-1-silacyclopentene and 3,4-[2'-(dichlorosilyl)isopropyl]benzo-1,1-dichloro-1-silacyclopentene was prepared by the regioselective Friedel-Crafts reaction of allyldichlorosilane with 3,4-benzo-1,1-dichloro-1-silacyclopentene catalyzed by Lewis acid AlCl3. The structure of the products was confirmed by methylation with methylmagnesium bromide and by methoxylation with trimethylorthoformate.

• 약학회지
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• 제41권4호
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• pp.480-483
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• 1997

The efficient synthesis of p-(acetylamino)phenylacetic acid(7), a antirheumatic agent, is reported. Methyl phenylacetate(3) was prepared from Friedel- Crafts reaction of benzene with methyl ${\alpha}$-chloro-${\alpha}$-(methylthio)acetate(1) followed by reductive desulfurization with zinc dust in acetic acid. Compound(7) was obtained from 3 by a sequence of nitration, reduction, N-acylation, and hydrolysis.

• 한국안전학회지
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• 제36권3호
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• pp.24-30
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• 2021

Heat is generated during the synthesis and mixing process of chemical compounds due to a change in activation energy during the reaction. A runaway reaction occurs when sufficient heat is not removed during the heat control process within a reactor, rapidly increasing the temperature, reaction speed, and rate of heat generation inside the reactor. A risk assessment was executed using an RC-1 (Reaction Calorimeter) during Friedel-Crafts acylation. Friedel-Crafts acylation runs the risk of rapid heat generation during Active Pharmaceutical Ingredient (API) manufacturing; it was used to confirm the risk of a runaway reaction at each synthesis stage and during the mixing process. This study used experimental data to develop a safety efficiency improvement plan to control the risks of runaway and other exothermic reactions, which was implemented at the production site of a chemical plant.

• Archives of Pharmacal Research
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• 제17권1호
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• pp.17-20
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• 1994

Friedel-Crafts reaction of fluorene with methyl ${\alpha}$-chloro-${\alpha}$-(methylthio)acetate 1 gave methyl $\alpha$-methylthio-2-fluoreneacetate 2. Cicloprofen 8, a potent antiinflammatory agent, was prepared by methylation of 2 followed by reductive desulfurization of methyl 2(2-fluorenyl)-2-(methylthio)propionate 6 and hydrolysis of methyl 2-(2-fluorenyl)propionate 7.

• Bulletin of the Korean Chemical Society
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• 제31권11호
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• pp.3156-3158
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• 2010

Stable and non-hygroscopic polystyrene supported aluminium triflate (Ps-$Al(OTf)_3$), which is prepared easily from cheap and commercially available compounds was found to be an environmentally friendly heterogeneous catalyst for Friedel-Crafts acylation of arenes using acid chlorides in the absence of solvent under mild reaction conditions. The catalyst can be reused up to five times after simple washing with dichloromethane.

• 대한화학회지
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• 제46권4호
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• pp.384-389
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• 2002

• 약학회지
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• 제35권5호
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• pp.389-393
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• 1991

A convenient method for the synthesis of indobufen, which is a potent antiinflammatory agent, was described. Ethyl 2-phenylbutyrate(4) was prepared by Friedel-Crafts reaction of benzene with ethyl $\alpha$-chloro-$\alpha$-(methylthio)acetate(l) followed by ethylation and desulfurization of the resultant ethyl 2-(methylthio)phenylacetate(2). Ethyl 2-(p-aminophenyl)butyrate(6) was prepared by nitration of (4) and successive reduction of ethyl 2-(p-nitrophenyl) butyrate(5). Indobufen was obtained by condensation reaction of (6) with phthalic anhydride followed by reduction and hydrolysis of the resultant ethyl 2-[p-(1, 3-dioxo-2-isoindolinyl)phenyl]butyrate(7).

• Bulletin of the Korean Chemical Society
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• 제20권7호
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• pp.841-842
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• 1999

• Bulletin of the Korean Chemical Society
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• 제20권3호
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• pp.267-268
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• 1999

• 약학회지
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• 제36권1호
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• pp.12-16
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• 1992

A new method for the synthesis of alminoprofen, which is a non-steroidal antiinflammatory agent, was described. Ethyl 2-phenyl-propionate(4) was prepared by Friedel-Crafts reaction of benzene with ethyl ${\alpha}-chloro-{\alpha}(methylthio)acetate(1)$, followed by methylation and desulfurization of the resultant ethyl 2-(methylthio)phenylacetate(2). Ethyl 2-(p-aminophenyl)propionate(6) was obtained by nitration of (4) and successive reduction of ethyl 2-(p-nitrophenyl)propionate(5). Alminoprofen was synthesized by reaction of (6) with methallyl chloride, followed by hydrolysis of the resultant ethyl 2-(p-methylallylaminophenyl)propionate (7).