- A convenient synthesis of tert-butyl ethers under microwave condition
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Synthesis of tert-butyl ethers from various alcohols and substituted phenols can be achieved using tert-butyl bromide in the presence of basic lead carbonate as a catalyst under microwave irradiation in absence of solvent. The catalyst is easily recovered via filtration and reused up to three times without appreciable loss of activity.
- Mahammed,Keshava Murthy,Mohana Raju
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p. 575 - 578
(2008/09/20)
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- Efficient synthesis of tert-butyl ethers under solvent-free conditions
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A simple and efficient synthesis of tert-butyl ethers from various alcohols and substituted phenols using tert-butyl bromide in the presence of basic lead carbonate as a catalyst. The catalyst is easily recovered via filtration and can be reused up to three times without appreciable loss of activity. Copyright Taylor & Francis Group, LLC.
- Rai, Neithnadka Premsai,Arunachalam, Pirama Nayagam
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p. 2891 - 2896
(2008/02/13)
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- Alcohols and di-tert-butyl dicarbonate: How the nature of the Lewis acid catalyst may address the reaction to the synthesis of tert-butyl ethers
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The reaction between alcohols and Boc2O leads to the formation of ferf-butyl ethers and/or Boc-alcohols, depending on the nature of the Lewis acid catalyst. Product distribution is mainly tuned by the anionic part of the salt. Perchlorates and Inflates, anions with highly delocalized negative charge, give prevalent or exclusive ether formation. On the other hand, Boc alcohols are the main or exclusive products with un-delocalized isopropoxide or low-delocalized acetate ions. The metal ion influences only the reaction rate, roughly following standard parameters for calculating Lewis acidity. A reaction mechanism is supposed, and a series of experimental evidences is reported to support it. These studies allowed us to conclude that, to synthesize tert-butyl ethers, in reactions involving aliphatic alcohols, Mg(ClO4) 2 or Al(ClO4)3 represents the best compromise between costs and efficiency of the reaction, while, in reactions involving phenols, Sc(OTf)3 is the best choice, since aromatic tert-butyl ethers are not stable in the presence of perchlorates.
- Bartoli, Giuseppe,Bosco, Marcella,Carlone, Armando,Dalpozzo, Renato,Locatelli, Manuela,Melchiorre, Paolo,Sambri, Letizia
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p. 9580 - 9588
(2007/10/03)
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- Unusual and unexpected reactivity of t-butyl dicarbonate (Boc2O) with alcohols in the presence of magnesium perchlorate. A new and general route to t-butyl ethers
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(Chemical Equation Presented) A new mild method for protecting alcohols as t-butyl ethers is reported. The reaction proceeds with Mg(ClO4) 2 and Boc2O and shows general applicability. The deprotection of t-butyl ethers has also been revisited. Preliminary results indicate the CeCl3·7H2O/Nal system is a very suitable catalyst for their removal.
- Bartoli, Giuseppe,Bosco, Marcella,Locatelli, Manuela,Marcantoni, Enrico,Melchiorre, Paolo,Sambri, Letizia
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p. 427 - 430
(2007/10/03)
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