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The bis-addition product formed could easily be removed by fractional distillation to provide a highly enriched mixture of isomer 6.
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The bis-addition product formed could easily be removed by fractional distillation to provide a highly enriched mixture of isomer 6.
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28
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79952145782
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After fractional distillation (90 °C, 3-5 Torr), the isomeric ratio was 18.5:1 (6: 7) with 0.48% 1-bromo-2,4-dimethoxybenzene. These impurities were rejected during the crystallization of acylated product 8.
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After fractional distillation (90 °C, 3-5 Torr), the isomeric ratio was 18.5:1 (6: 7) with 0.48% 1-bromo-2,4-dimethoxybenzene. These impurities were rejected during the crystallization of acylated product 8.
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79952176725
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4 were tried without success.
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4 were tried without success.
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On a 1 mmol scale, >90% conversion was observed, and the reaction profile was slightly cleaner when NMP was used.
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On a 1 mmol scale, >90% conversion was observed, and the reaction profile was slightly cleaner when NMP was used.
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79952158392
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These studies were conducted on a 5-10 g scale.
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These studies were conducted on a 5-10 g scale.
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33
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79952155570
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Butyrolactone is a common impurity found in NMP.
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γ-Butyrolactone is a common impurity found in NMP.
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34
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79952129740
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Other additives such as TFA, pivalic acid, and 4-methylbenzoic acid were tested and were found to have a favorable effect on the reaction efficiency.
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Other additives such as TFA, pivalic acid, and 4-methylbenzoic acid were tested and were found to have a favorable effect on the reaction efficiency.
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