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The O-methylation of phenols, including the sterically hindered phenols, with dimethyl carbonate (DMC) under mild conditions of temperature and pressure was described. The reaction was carried out in the presence of tetrabutylammonium bromide (TBAB), in a semi-continuous process. Aryl methyl ethers were rapidly and selectively obtained in good yields.
The decomposition of methyl S-(-)-2-(chlorocarbonyloxy)propionate in the presence of hexaalkylguanidinium chloride hydrochloride was confirmed to correspond to a nucleophilic substitution of the second order. However, racemization occured by the contact between the catalyst and methyl R-(+)-2-chloropropionate (I). This phenomenon is caused by the exchange between the chloride ion from catalyst and...
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