| Autor: |
Tucker, J. L., Couturier, M., Leeman, K. R., Hinderaker, M. P., Andresen, B. M. |
| Zdroj: |
Organic Process Research & Development; November 2003, Vol. 7 Issue: 6 p929-932, 4p |
| Abstrakt: |
In two separate cases, we have found that 1,3-diol dimeric impurities were common byproducts generated from the methyl Grignard addition onto esters to form the corresponding tertiary alcohols. These impurities proved difficult to purge by recrystallization as they tended to cocrystallize with the desired product. To avoid the necessity of chromatography, we developed a practical procedure for the chemoselective removal of these 1,3-diol impurities from crude tertiary alcohol by simply performing the recrystallization in the presence of phenylboronic acid. This straightforward method proved equally successful for two cases studied, and the procedure was later demonstrated on a multikilogram scale. |
| Databáze: |
Supplemental Index |
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