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HRID 20493Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/20493

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
EduktDiisopropylethylamineHCID 81531—
EduktR-(-)-1,2-PropanediolHCID 259994—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2R)-1-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}propan-2-olHCID 1317513580%

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745475B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-928e514db4e94bc4bc89503262906d42
Quellennotizuspto-grants-2010_06