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HRID 20493作成日:2026年10月27日

tert-Butyldimethylsilyl chloride → (2R)-1-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}propan-2-ol

https://huagongshe.com/reaction/20493

反応式

関与物質

役割名称HCID仕込み量
反応物tert-Butyldimethylsilyl chlorideHCID 28928—
反応物DiisopropylethylamineHCID 81531—
反応物R-(-)-1,2-PropanediolHCID 259994—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
溶媒DichloromethaneHCID 6344—
生成物(2R)-1-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}propan-2-olHCID 1317513580%

反応手順

tert-Butyl(dimethyl)silyl chloride (5.90 g, 39-5 mmol) was added to a solution of (2R)-propane-1,2-diol (3.00 g, 39.5 mmol) in DCM (100 mL) followed by diisopropylethylamine (7.10 g, 55.3 mmol) and the reaction was stirred under argon for 72 h. The reaction was diluted with diethyl ether (500 mL) and water (140 mL) and the organic layer was separated then dried (MgSO4), filtered and evaporated. Purification by column chromatography, eluting with 1:15 to 1:10 ethyl acetate:hexane, afforded the title compound as a colourless oil (6.00 g, 80%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07745475B2
出典データセットuspto-grants-2010_06
ORD IDord-928e514db4e94bc4bc89503262906d42
出典メモuspto-grants-2010_06