Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361876Generated: October 30, 2026

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

https://huagongshe.com/reaction/361876

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 numberUS05866691
Source datasetuspto-grants-1999_02
ORD IDord-873c72afe89d4c72a8033bee8538f6a3
Source noteuspto-grants-1999_02