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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31637Generated: October 30, 2026

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

https://huagongshe.com/reaction/31637

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 numberUS07425634B2
Source datasetuspto-grants-2008_09
ORD IDord-8a9cc5a7542b44dd8e1333a54c5446fa
Source noteuspto-grants-2008_09