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HRID 1643作成日:2026年10月24日

Hydrochloric Acid → 6-[3-Adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acid

https://huagongshe.com/ja/reaction/1643

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物TributylstannaneHCID 5948—
反応物Allyl 6-[3-adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyl-oxy]-nicotinateHCID 21846704—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒TetrahydrofuranHCID 8028—
生成物6-[3-Adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acidHCID 2184671322.7%

反応手順

100 mg of this ester were dissolved in 5 ml of absolute tetrahydrofuran and treated under argon with 104 mg of tetrakis-(triphenylphosphine)-palladium and 61 mg of tributyltin hydride. After stirring at room temperature for 30 min., the reaction mixture was poured on to ice/saturated ammonium chloride solution, acidified with 1N hydrochloric acid and extracted with ethyl acetate. The dark oil obtained after drying and evaporation was purified by chromatography (RP18-LiChroprep, acetonitrile) and recrystallization from ethyl acetate. There were obtained 21 mg of 6-[3-adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acid in colorless crystals, m.p. 188°-190° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05726191
出典データセットuspto-grants-1998_03
ORD IDord-429d4cda5f5a43799ceb5fbb3c399100
出典メモuspto-grants-1998_03