5655-61-8Relevant articles and documents
Method for synthesizing bornyl acetate from turpentine
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Paragraph 0036-0280, (2021/01/29)
The invention discloses a method for synthesizing bornyl acetate from turpentine, which relates to the technical field of deep processing of turpentine. The preparation method comprises the followingsteps of proportioning titanium sulfate and hydroxycarboxylic acid to form a composite catalyst, mixing turpentine, acetic acid and the composite catalyst, and reacting in a stirring state, after thereaction is finished, filtering, and removing acetic acid from the filtrate to obtain a solution containing bornyl acetate, neutralizing the solution containing the bornyl acetate, and washing with water to obtain a bornyl acetate crude product, and then fractionating the crude product of the bornyl acetate to obtain the bornyl acetate. The synthesis method provided by the invention is high in catalytic activity, low in cost and high in selectivity on the borneol acetate, and does not need to use a raw material with too high pinene content.
Simple Plug-In Synthetic Step for the Synthesis of (?)-Camphor from Renewable Starting Materials
Calderini, Elia,Drienovská, Ivana,Myrtollari, Kamela,Pressnig, Michaela,Sieber, Volker,Schwab, Helmut,Hofer, Michael,Kourist, Robert
, p. 2951 - 2956 (2021/06/18)
Racemic camphor and isoborneol are readily available as industrial side products, whereas (1R)-camphor is available from natural sources. Optically pure (1S)-camphor, however, is much more difficult to obtain. The synthesis of racemic camphor from α-pinene proceeds via an intermediary racemic isobornyl ester, which is then hydrolyzed and oxidized to give camphor. We reasoned that enantioselective hydrolysis of isobornyl esters would give facile access to optically pure isoborneol and camphor isomers, respectively. While screening of a set of commercial lipases and esterases in the kinetic resolution of racemic monoterpenols did not lead to the identification of any enantioselective enzymes, the cephalosporin Esterase B from Burkholderia gladioli (EstB) and Esterase C (EstC) from Rhodococcus rhodochrous showed outstanding enantioselectivity (E>100) towards the butyryl esters of isoborneol, borneol and fenchol. The enantioselectivity was higher with increasing chain length of the acyl moiety of the substrate. The kinetic resolution of isobornyl butyrate can be easily integrated into the production of camphor from α-pinene and thus allows the facile synthesis of optically pure monoterpenols from a renewable side-product.
Manganese-mediated acetylation of alcohols, phenols, thiols, and amines utilizing acetic anhydride
Jain, Isha,Sharma, Ramandeep,Malik, Payal
supporting information, p. 2952 - 2960 (2019/09/13)
Manganese(II) chloride-catalyzed acetylation of alcohols, phenols thiols and amines with acetic anhydride is reported. This method is environment-friendly and economically viable as it involves inexpensive, relatively benign catalyst, mild reaction condition, and simple workup. Acetylation is performed under the solvent-free condition at ambient temperature and acetylated products obtained in good to excellent yields. Primary, secondary heterocyclic amines, and phenols with various functional groups are smoothly acetylated in good yields. This method exhibits exquisite chemoselectivity, the amino group is preferentially acetylated in the presence of a hydroxyl/thiol group.
