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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784135Generated: October 25, 2026

Hydrochloric Acid → 3-[(1-Tert-butoxypropan-2-yl)oxy]propan-1-ol

https://huagongshe.com/reaction/1784135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,3-PropanediolHCID 10442—
ReactantPotassium HydroxideHCID 14797—
ReactantTsOCH(CH3)CH2OC(CH3)3HCID 72580834—
Solvent1,4-DioxaneHCID 31275—
Product3-[(1-Tert-butoxypropan-2-yl)oxy]propan-1-olHCID 16433343.8%

Reaction Steps

Potassium hydroxide (274.27 g) and HO(CH2)3OH (371.93 g) were added to dioxane (3 L), and then TsOCH(CH3)CH2OC(CH3)3 (700 g) prepared in Example 2-1 was added gradually. The reaction solution was refluxed with heating for 16 hours, allowed to cool, and poured onto ice (500 g), neutralized with 2 N hydrochloric acid, concentrated and filtered to remove the precipitated salt. The filtrate was extracted with dichloromethane (250 mL), and the organic layer was washed with water (500 mL) repeatedly 17 times. The organic layer was dried over magnesium sulfate and filtered, and the filtrate was concentrated with an evaporator, and the concentrate was purified by silica gel chromatography to give the title compound (203.77 g). The NMR spectrum data of the product were as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501540B2
Source datasetuspto-grants-2009_03
ORD IDord-bb577df9e2c347328109835fd6a602b1
Source noteuspto-grants-2009_03