120211-46-3Relevant academic research and scientific papers
A Rubrolide synthetic method of compound (by machine translation)
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Paragraph 0052; 0056, (2019/05/02)
The invention discloses a Rubrolide synthetic method of compound, comprises the following steps: (1) under the action of the phosphate, substituted phenylacetaldehydes and chloroacetic acid obtained through the reaction of intermediate 1; (2) the intermediate 1 with NaBH4 Reduction reaction, reduction reaction product is then purged acid dehydration reaction to obtain the intermediate 2; (3) under the action of alkali, the intermediate 2 and substituted benzene formaldehyde reflux reaction to obtain the target product. The present invention provides synthetic method of compound Rubrolide using substituted phenylacetaldehydes, glyoxalic acid, phosphoric acid, NaBH4 And concentrated sulfuric acid as the raw materials, raw materials are cheap, easy to obtain, the synthetic method is simple, mild reaction, compared with the traditional synthetic method, not only to avoid expensive raw materials and a noble metal catalyst, greatly reduces the production cost, and also avoids the harsh reaction conditions; and the mild reaction conditions, the operation is simple, friendly to the environment, the solvent is easily recovered, is suitable for industrial production. (by machine translation)
CONVENIENT SYNTHESIS OF 5-ALKYLIDENE-2(5H)-FURANONES, 2(5H)-FURANONES AND 2-ETHOXYFURANS
Saalfrank, R. W.,Hafner, W.,Markmann, J.,Bestmann, H.-J.
, p. 5095 - 5100 (2007/10/02)
Starting from enolizing 1,2-diketones 5 and (2,2-diethoxyvinylidene)triphenylphosphorane (2) or from 5 and (2,2-diethoxyvinyl)triphenylphosphonium tetrafluoroborate (6) the orthoesters 9 are prepared. 9 can be hydrolyzed under acidic conditions to give 5-alkylidene-2(5H)-furanones 10.Reaction of 1,2-hydroxyketones 11 and (2,2-ditehoxyvinylidene)triphenylphosphorane (2) via Michael addition and Wittig reaction yields orthoesters 15, which can be hydrolyzed to give 2(5H)-furanones 16 and 2-ethoxyfurans 17 respectively.A considerable variation of the substitens (R4)can be achieved starting from 11 and (2,2-diethoxyvinyl)triphenylphosphonium tetrafluoroborates 12.
