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- W2060883880 abstract "A rapid method for the quantitative preparation of a number of estrogen methyl ethers is described. Estrogen in aqueous base is extracted as an ion pair with the tetrahexylammonium oin into methylene chloride where irreversible alkylation (extractive alkylation) by methyl iodide occurs. Gas chromatography (GC) - mass spectrometry (MS) provided the basis for identification of the methylated products. Estrone (1) and estradiol were easily 3-0-methylated whereas estriol gave a dimethylated product. Further experiments suggested that dimethylation of 2-hydroxyestrone in reasonable yield was possible.The synthesis of estrogen methyl ethers by extractive alkylation is described. The rapid method involves estrogen in aqueous base extracted as an ion pair with the tetrahexylammonium ion into methylene chloride where irreversible alkylation (extractive alkylation) by methyl iodide occurs. Gas chromatography and mass spectrometry were used for identification of the methylated products. Estrone and estradiol were easily 3-0-methylated whereas estriol gave a dimethylated product. Methylation of 2-hydroxyestrone was possible after dissolving the compound in methyl iodide-methylene chloride with tetrahexylammonium hydroxide present, before the addition of sodium hydroxide." @default.
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- W2060883880 date "1976-04-01" @default.
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- W2060883880 title "Synthesis of estrogen methyl ethers by extractive alkylation" @default.
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- W2060883880 doi "https://doi.org/10.1016/0039-128x(76)90082-9" @default.
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