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HRID 865517作成日:2026年10月27日

Sodium Hydroxide → t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzene

https://huagongshe.com/reaction/865517

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium HydroxideHCID 14798—
反応物Sodium peroxideHCID 14803—
反応物Borane;tetrahydrofuranHCID 2723981—
反応物t-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzeneHCID 19080390—
溶媒TetrahydrofuranHCID 8028—
溶媒Ethyl AcetateHCID 8857—
生成物t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzeneHCID 19080442—

反応手順

To a solution of 475 mg (1.48 mmol) of the product of Step B in 3 mL of THF at 0° C. was added 1.6 mL (1.62 mmol) of a 1N borane/THF solution. After 1 hour TLC indicated that the starting material had been consumed. The reaction mixture was quenched with 3 drops of methanol and then 0.70 mL (6.22 mmol) of 30% sodium peroxide and 6.2 mL (6.2 mmol) of 1 N sodium hydroxide were added., After two hours the reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was then dried over sodium sulfate, filtered and concentrated. Flash chromatography (silica gel, hexane/ethyl acetate 4:1) gave 265 mg of the title compound as a clear oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05565485
出典データセットuspto-grants-1996_10
ORD IDord-b53a496cb10045e5b2f6f248bc84daa8
出典メモuspto-grants-1996_10