2-Acetylfuran

2-Acetylfuran.svg 150px 1-(Furan-2-yl)ethan-1-one 1-(Furan-2-yl)ethanone1-(2-Furanyl)-ethanone2-AcetylfuranAcetyl furan2-Furyl methyl ketone 1192-62-7 correct CAS correct FDA Q5ZRP80K02 14505 13849 59983 CC(=O)C1=CC=CO1 1/C6H6O2/c1-5(7)6-3-2-4-8-6/h2-4H,1H3 IEMMBWWQXVXBEU-UHFFFAOYAG 1S/C6H6O2/c1-5(7)6-3-2-4-8-6/h2-4H,1H3 IEMMBWWQXVXBEU-UHFFFAOYSA-N 6 6 2 Low melting solid 1.0975 at 20 °C 30 168 to 169 2-Acetylfuran is an organic compound with the formula C6H6O2. It has a low melting point and a high boiling point. Howard D. Hartough Acylation of thiophene and furan by means of boron trifluoride. VII Journal of the American Chemical Society 70 867 1948 Kosak Alvin I. 2 10.1021/ja01182a510 Walther Borsche Cleavage of the furan ring by primary aromatic amines and hydrochloric acid Berichte der Deutschen Chemischen Gesellschaft B 71 957–66 1938 Leditschke Heinrich Lange Karl The solid melts at 30 °C and has a density of 1.0975 g/ml at 20 °C, while the normal boiling point of the liquid is 168–169 °C. Y. Asahina Ethereal oil of Elsholtzia cristata Willdenow (Lablatae) Archiv der Pharmazie 252 435–48 1914 Murayama Y. 10.1002/ardp.19142520609 94708979 https://zenodo.org/record/1424585 2-Acetylfuran is a useful intermediate in the synthesis of fine chemicals and pharmaceuticals, and is used in the production of the generic cephalophosphorin antibiotic cefuroxime. Rong-geng Wang Side chain of cefuroxime: (Z)-2-methoxyimino-2-(fury-2-yl)acetic acid ammonium salt Jingxi Yu Zhuanyong Huaxuepin 12 17 10–11 2004 Liu Cheng-ping Zhu Kun-peng Du Hai-lin Liu Lie-yi Synthesis 2-Acetylfuran was prepared by Ashina in 1914 via the reaction of the methyl Grignard reagent on 2-furonitrile. Modern industrial synthesis generally involves the Friedel–Crafts acylation of furan with acetic anhydride. Applications Pharmaceuticals A one-pot synthesis of an intermediate to the HIV integrase inhibitor S-1360 was based on the Friedel-Crafts alkylation of 2-acetylfuran with 4-fluorobenzyl chloride using zinc chloride catalyst. Kenji Izumi One-Step Synthesis of 5-(4-Fluorobenzyl)-2-furyl Methyl Ketone: A Key Intermediate of HIV-Integrase Inhibitor S-1360 Organic Process Research & Development 11 6 1059–1061 2007 Kabaki Mikio Uenaka Masaaki Shimizu Sumio 10.1021/op700117q Reaction of 2-acetylfuran with aqueous sodium nitrite gave 2-furanyloxoacetic acid, an intermediate to Cefuroxime, a second-generation cephalosporin antibiotic. Rui-min Lv The research for the synthesis of 2-methoxyimino-2-furylacetic acid Shandong Huagong 34 6 5–8 2005 Zhang Zhi-de Zhang Zhi-cheng Artificial flavouring This compound has a balsamic, caramellic, sweet, almond, nutty profile with recommended uses in bakery, chocolate, cocoa, coffee, nut and tomato products.http://lmrnaturals.iff.com/en/site-services/flavor-online-compendium-iframe#2-furyl-methyl-ketone Online Compendium See also Isomaltol - same core, with a hydroxy group in the 3-position 2-Furoic acid References Category:2-Furyl compounds Category:Acetyl compounds