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ChemicalBook CAS DataBase List 17-BETA-ESTRADIOL 3-METHYL ETHER

17-BETA-ESTRADIOL 3-METHYL ETHER synthesis

11synthesis methods
-

Yield:1035-77-4 97%

Reaction Conditions:

with sodium carbonate in methanol; for 64 h;Reflux;Inert atmosphere;

Steps:

2.1.1. Starting from 17β-estradiol

A mixture of 17β-estradiol (2.86 g, 10.5 mmol), sodium carbonate (11.1 g, 105 mmol) and iodomethane (17 mL, 38.8 g, 273 mmol) in methanol (50 mL) was heated under reflux with stirring. After 16 h, iodomethane (1 mL, 2.28 g, 16 mmol) was added and the mixture was heated for 48 h. This suspension was then filtered and the inorganic salts were washed with methanol (150 mL). The methanolicsolution was distilled under vacuum to give a white solid which was redissolved in boiling methanol (50 mL). Water (250 mL) was slowly added to the boiling solution of methanol with vigorous stirring, leading to the precipitation of a white solid. After 2 h stirring at room temperature, the precipitate was recovered by filtration, washed with water (250 mL) and dried under vacuum at 90 °C to give 2.92 g (yield: 97%) of 17β-estradiol-3-methyl ether 1.

References:

Balssa, Frédéric;Fischer, Michael;Bonnaire, Yves [Steroids,2014,vol. 86,p. 1 - 4]

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