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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 742545Generated: October 30, 2026

1,3-Propanediol → 3-[(Tert-butyldimethylsilyl)oxy]propan-1-ol

https://huagongshe.com/reaction/742545

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-PropanediolHCID 10442—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-[(Tert-butyldimethylsilyl)oxy]propan-1-olHCID 4077791—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of sodium hydride (0.1 mole) in anhydrous tetrahydrofuran (200 ml) cooled to 0° C., with stirring under an atmosphere of nitrogen is added a solution of 1,3-dihydroxypropane (0.1 mole) in tetrahydrofuran (150 ml) slowly over a period of 1 hour. Then a solution of tert-butyldimethylsilyl chloride (0.1 mole) in tetrahydrofuran (150 ml) is added slowly over a period of 1 hour. Stirring is continued for 6 hours. The mixture is then diluted with ethyl acetate (400 ml), washed with water (100 ml), brine (75 ml), dried and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05554746
Source datasetuspto-grants-1996_09
ORD IDord-198989b2db3c4cc1a9560741b5a36fe1
Source noteuspto-grants-1996_09