合成路线:It can be prepared in three different ways):1) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The Friedel-Crafts acetylation of (II) with acetic anhydride and AlCl3 in methylene chloride gives 2-ethyl-5-acetyl-2,3-dihydrobenzofuran (III),which is treated with sulfur in refluxing morpholine (IV) to yield 2-ethyl-2,3-dihydrobenzofuran-5-acetothiomorpholide (V).Hydrolysis of (V) with NaOH affords furofenac.
合成路线:2) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The Friedel-Crafts acylation of (II) with ethyl chlorooxalate (VI) gives 2-ethyl-2,3-dihydrobenzofuran-5-oxalic acid ethylester (VII).Hydrolysis of this compound with NaOH followed by reduction with hydrazine hydrate and KOH in diethyleneglycol yields furofenac.
合成路线:3) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The chloromethylation of (II) gives 2-ethyl-5-chloromethyl-2,3-dihydrobenzofuran (IX),which is converted into 2-ethyl-2,3-dihydrobenzofuran-6-acetonitrile (X) by reaction with KCN in refluxing ethanol.Hydrolysis of (IX) with concentrated HCl yields furofenac.
参考文献标题:Nuovi agenti antiinfiammatori: acido 2-etil-2,3-di-idrobenzofuran-5-acetico e composti correlati
文献作者:Tamagnone,G.F.; et al.
参考来源:Simposio internaziole: la ricerca scientifica nell抜ndustria farmaceutica in Italia.Risultati e ruolo internazionale.1975,154
合成路线:It can be prepared in three different ways):1) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The Friedel-Crafts acetylation of (II) with acetic anhydride and AlCl3 in methylene chloride gives 2-ethyl-5-acetyl-2,3-dihydrobenzofuran (III),which is treated with sulfur in refluxing morpholine (IV) to yield 2-ethyl-2,3-dihydrobenzofuran-5-acetothiomorpholide (V).Hydrolysis of (V) with NaOH affords furofenac.
合成路线:2) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The Friedel-Crafts acylation of (II) with ethyl chlorooxalate (VI) gives 2-ethyl-2,3-dihydrobenzofuran-5-oxalic acid ethylester (VII).Hydrolysis of this compound with NaOH followed by reduction with hydrazine hydrate and KOH in diethyleneglycol yields furofenac.
合成路线:3) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The chloromethylation of (II) gives 2-ethyl-5-chloromethyl-2,3-dihydrobenzofuran (IX),which is converted into 2-ethyl-2,3-dihydrobenzofuran-6-acetonitrile (X) by reaction with KCN in refluxing ethanol.Hydrolysis of (IX) with concentrated HCl yields furofenac.
参考文献标题:Sintesi e analisi di intermedi di reazione ed impurezze nello sviluppo chimico di un antiinfiamatorio arilacetico
文献作者:Tamagnone,G.F.; et al.
参考来源:Boll Chim Farm 1977,11681
合成路线:It can be prepared in three different ways):1) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The Friedel-Crafts acetylation of (II) with acetic anhydride and AlCl3 in methylene chloride gives 2-ethyl-5-acetyl-2,3-dihydrobenzofuran (III),which is treated with sulfur in refluxing morpholine (IV) to yield 2-ethyl-2,3-dihydrobenzofuran-5-acetothiomorpholide (V).Hydrolysis of (V) with NaOH affords furofenac.
合成路线:2) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The Friedel-Crafts acylation of (II) with ethyl chlorooxalate (VI) gives 2-ethyl-2,3-dihydrobenzofuran-5-oxalic acid ethylester (VII).Hydrolysis of this compound with NaOH followed by reduction with hydrazine hydrate and KOH in diethyleneglycol yields furofenac.
合成路线:3) By reduction of 2-ethylbenzofuran (I) with H2 over Pd/C in acetic acid yields 2-ethyl-2,3-dihydrobenzofuran (II).The chloromethylation of (II) gives 2-ethyl-5-chloromethyl-2,3-dihydrobenzofuran (IX),which is converted into 2-ethyl-2,3-dihydrobenzofuran-6-acetonitrile (X) by reaction with KCN in refluxing ethanol.Hydrolysis of (IX) with concentrated HCl yields furofenac.
参考文献标题:Iclazepam
文献作者:Hillier,H.
参考来源:Drugs Fut 1978,3(8),586
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