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HRID 2405647作成日:2026年10月25日

Methyl iodide → HCID 86690143、化合物

https://huagongshe.com/reaction/2405647

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl iodideHCID 6328—
反応物Sulfuric acid magnesium salt (1:1)HCID 24083—
反応物Tert-butyl((4-ethynylbenzyl)oxy)dimethylsilaneHCID 59417173—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物HCID 86690143HCID 8669014397.1%

反応条件

温度-78 °C

反応手順

Under argon condition, tert-butyl((4-ethynylbenzyl)oxy)dimethyl-silane (247 mg, 1.00 mmol) was dissolved in 5 mL of dry THF, cooled to −78° C., and n-butyl lithium (805 μL, 2.49 M solution in n-hexane, 2.00 mmol) was slowly added thereto. After stirring for 20 minutes at −78° C., iodomethane (313 μL, 5.00 mmol) was added again thereto. Thereafter, the temperature was raised to room temperature and the reaction mixture was stirred for 30 minutes at room temperature. Upon completion of the reaction, the reaction was terminated by adding 10 mL of aqueous saturated ammonium chloride solution. The reaction mixture was extracted with ethyl acetate (5 mL×4) and the organic layer thus obtained was treated with anhydrous magnesium sulfate to remove water. The precipitate was filtered out, and the resulting solution was concentrated by distillation under reduced pressure, and purified by column chromatography to obtain 253 mg (0.971 mmol, 97%) of the desired compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08809012B2
出典データセットuspto-grants-2014_08
ORD IDord-e85ee47b84294ee3892963a518662d2b
出典メモuspto-grants-2014_08