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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645581Generated: October 30, 2026

Triethylamine → 2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethanol

https://huagongshe.com/reaction/1645581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant2-(Hydroxymethyl)butane-1,4-diolHCID 11040684—
SolventAcetoneHCID 180—
Product2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethanolHCID 11816011220.6%

Reaction Steps

To an acetone (30 ml) solution of the 2-(hydroxymethyl)butane-1,4-diol (3.4 g, 28.3 mmol) obtained in accordance with the method described in J. Med. Chem., 30 (9), 1636-1642 (1987), p-toluenesulfonic acid monohydrate (244 mg, 2.83 mmol) was added at room temperature and the mixture was stirred for 15 hours. To the reaction mixture, triethylamine (394 μl, 2.83 mmol) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.0 g, yield: 22%) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124780B2
Source datasetuspto-grants-2012_02
ORD IDord-84b18a82c19d4c25a53a8672683bbe88
Source noteuspto-grants-2012_02