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Condensation of Propan-2-one with Formaldehyde and Propane-2-thiol
Russian Journal of General Chemistry ( IF 0.9 ) Pub Date : 2020-06-20 , DOI: 10.1134/s1070363220040015
L. A. Baeva , R. M. Nugumanov , L. F. Biktasheva , R. L. Safiullin

Abstract

Three-component condensation of propan-2-one with formaldehyde and propane-2-thiol in the presence of sodium hydroxide afforded 3-{[(propan-2-yl)sulfanyl)]methyl}but-3-en-2-one or 4-[(propan-2-yl)sulfanyl]-3-{[(propan-2-yl)sulfanyl]methyl}butan-2-one, depending on the amount of the base. The formation of 4-[(propan-2-yl)sulfanyl]-3-{[(propan-2-yl)sulfanyl]methyl}butan-2-one from 4-[(propan-2-yl)sulfanyl]butan-2-one involved aldol condensation of the latter with formaldehyde and subsequent nucleophilic addition of propane-2-thiol to the C=C double bond of intermediate 3-{[(propan-2-yl)sulfanyl]methyl}but-3-en-2-one in the presence of sodium hydroxide.


中文翻译:

丙-2-酮与甲醛和丙-2-硫醇的缩合

摘要

在氢氧化钠的存在下,丙-2-酮与甲醛和丙烷-2-硫醇的三组分缩合,得到3-{[[(丙-2-基)硫烷基]]甲基} but-3-en-2-one或4-[(丙-2-基)硫烷基] -3-{[((丙-2-基)硫烷基]甲基}丁烷-2-酮,取决于碱的量。由4-[(丙-2-基)硫烷基]丁烷形成4-[(丙-2-基)硫烷基] -3-{[(丙-2-基)硫烷基]甲基}丁-2-酮。 -2-一涉及后者与甲醛的醛醇缩合,随后将丙-2-硫醇亲核加成至中间体3-{[((丙-2-基)硫烷基]甲基} but-3-的C = C双键上en-2-one在氢氧化钠存在下。
更新日期:2020-06-20
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