4303-59-7Relevant academic research and scientific papers
Preparation method of solanone and synthetic intermediate thereof
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Paragraph 0060, (2017/01/12)
The invention relates to a preparation method of solanone and a synthetic intermediate thereof and provides a safe industrial method using not many steps to prepare a large amount of solanone as a flavor compound. The solution comprises using N-(3-methyl-1-yl) piperidine and 4-acryloyl morpholine for Michael addition reaction , then performing hydrolysis of acid to generate a novel aldehyde, making the aldehyde to carry out Wittig reactions, so that a novel morpholine amide compound is provided as a synthetic intermediate of the preparation method of the solanone. Then the compound reacts with a Grignard reagent, so that the solanone is prepared by means of the industrial method.
Reaction of α,β-Unsaturated Acid Chlorides with Tris(triphenylphosphine)chlororhodium(I): Formation of Phosphonium Salts
Kampmeier, J. A.,Harris, S. H.,Rodehorst, R. M.
, p. 1478 - 1485 (2007/10/02)
The reaction of (E)-cinnamoyl chloride and tris(triphenylphosphine)chlororhodium(I) in equivalent amounts in dichloroethane at 85 deg C gives styryltriphenylphosphonium chloride and bis(triphenylphosphine)chlorocarbonylrhodium in good yields. (E)-2-Butenoyl chloride gives 1-propenyltriphenylphosphonium chloride, and (E)-2-heptenoyl chloride gives a mixture of 1- and 2-hexenyltriphenylphosphonium chlorides. 3-Methyl-2-butenoyl chloride gives only isobutylene.None of these α,β-unsaturated acid chlorides give the expected 1-chloro-1-alkene.Control experiments showed that the phosphonium salts are not formed by secondary reactions.Bis(triphenylphosphine)styryldichlorocarbonylrhodium was shown to be an intermediate in the formation of styryltriphenylphosphonium chloride.A study of the kinetics of decomposition of the intermediate showed that dissociation of chloride ion is the rate-determining step.The observed rate law is -d/dt = kk'-> + k').The significance of these observations for an understanding of the details of the "reductive elimination" reaction is discussed.
