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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | TsOCH(CH3)CH2OC(CH3)3 | HCID 72580834 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-[(1-Tert-butoxypropan-2-yl)oxy]propan-1-ol | HCID 164333 | 43.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07501540B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-bb577df9e2c347328109835fd6a602b1 |
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| Source note | uspto-grants-2009_03 |
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