Akoun Abou, Hypolite Bazié, Ludovic Akonan, Abdoulaye Djandé, Pierre Francotte
{"title":"2-Oxo-2<i>H</i>-chromen-7-yl 3-methyl-butano-ate.","authors":"Akoun Abou, Hypolite Bazié, Ludovic Akonan, Abdoulaye Djandé, Pierre Francotte","doi":"10.1107/S2414314625001610","DOIUrl":null,"url":null,"abstract":"<p><p>The title compound, C<sub>14</sub>H<sub>14</sub>O<sub>4</sub>, was synthesized by <i>O</i>-acyl-ation of umbelliferone with isovaleryl chloride in the presence of diethyl ether as a solvent and pyridine as a base. The side chain moiety <i>i.e.</i> the acetate fragment linking to the methyl-ethyl group is almost orthogonal to the almost planar (r.m.s deviation = 0.020 Å) coumarin ring system, making an angle of 76.26 (7)°. In the crystal, the mol-ecules form centrosymmetric dimers through pairwise C-H⋯O hydrogen bonds, generating <i>R</i> <sub>2</sub> <sup>2</sup>(8) and <i>R</i> <sub>2</sub> <sup>2</sup>(18) loops that lie within the crystallographic <i>ac</i> plane and propagate along the [001] direction.</p>","PeriodicalId":94324,"journal":{"name":"IUCrData","volume":"10 Pt 2","pages":"x250161"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11904628/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"IUCrData","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1107/S2414314625001610","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/1 0:00:00","PubModel":"eCollection","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
The title compound, C14H14O4, was synthesized by O-acyl-ation of umbelliferone with isovaleryl chloride in the presence of diethyl ether as a solvent and pyridine as a base. The side chain moiety i.e. the acetate fragment linking to the methyl-ethyl group is almost orthogonal to the almost planar (r.m.s deviation = 0.020 Å) coumarin ring system, making an angle of 76.26 (7)°. In the crystal, the mol-ecules form centrosymmetric dimers through pairwise C-H⋯O hydrogen bonds, generating R22(8) and R22(18) loops that lie within the crystallographic ac plane and propagate along the [001] direction.