Font Size: a A A

The Research Of The Alkylation-addation Reaction Catalysed By Solid Acids And The Spectrometric Identification Of The Correlated Compounds

Posted on:2001-10-07Degree:MasterType:Thesis
Country:ChinaCandidate:F YangFull Text:PDF
GTID:2121360002950992Subject:Analytical Chemistry
Abstract/Summary:PDF Full Text Request
Efficient and facile procedures for four organic reactions catalysed by solid acids montmorillonite clays, have been developed. This thesis consists of four parts. In the first part, the alkylation-addition reaction catalysed by montmorillonite clays has been presented. A series of alkylation products, alkylation-addition products and alkylation-addition-alkylation products was obtained in the reaction of between cholesterol and active phenols. Cholesteryl phenyl ethers were also obtained under this conditions, however we can get the alkylation-addition products or the etherification products selectively by the control of the react conditions. Therefore, we had gotten two kinds of stereo-isomer in the presented procedure, one is the 3~3-cholesterylation of phenols on its a-location, then the phenolic hydroxyl added to the 5(6)-double bond in cholesteryl moiety to gave the 313-alkylation-additon products; The other is the 3a- alkylation-addition products. Next, the mechanism of the alkylation-addition reaction has been proved by the separation of the intermediate. These products?structure has been elucidated by spectroscopic methods of NMR, C NMR, COSY, MS, IRetc. In the second part, a series of 2-substituted and 2,2-disubtituted 1 ,3-benzodioxoles are synthesised from catechol and pyrogallol with corresponding aldehydes and ketones catalysed by montmorillonite KSF or K-b. The reactions are completed within 2.7 4 h to give satisfactory yield. Ketones give better yield than aldehydes. Highly steric hindranced ketones and diaryl ketones are failed for this reaction. In the third part, an environmentally friendly procedure for the oxidation of 2- naphthol and 2-naphthalenethiol to 1, 1bi-2-naphthol and bis-2-naphthyl disulfide respectively has been carried out in excellent yields in solid State under catalysis of Fe -montmonillite and Fe -A1203. In the forth part, a method has been proposed for protection and deprotection of hydroxy group by formation of trimethylsilyl ethers from hydroxy compounds with 1,1,1,3,3 ,3-hexamethyldisilazane (HMDS) and cleavage of trimethylsilyl ethers catalysed by montmorillonite K-b.
Keywords/Search Tags:cholesterol, 2-naphthol, 2-naphthalenethiol, binaphthol, disulfide, 1, 3-benzodioxoles, trimethylsilyl ethers, catalyst, montmorillonite clays, Fe3+-Al203, Fe3+-montmorillonite, oxidation, alkylaytion-addition.
PDF Full Text Request
Related items