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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514634Generated: October 29, 2026

Triethylamine → 5-Benzyloxyethyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane

https://huagongshe.com/reaction/514634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
Reactant4-Benzyloxy-2,2-dihydroxymethylbutanolHCID 53796234—
SolventAcetoneHCID 180—
Product5-Benzyloxyethyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxaneHCID 90300365164%

Reaction Steps

543 mg of the crude 4-benzyloxy-2,2-dihydroxymethylbutanol product was dissolved in 3 mL of acetone, 232 mg (1.0 mmol equivalents) of 10-camphorsulfonic acid was added thereto, and a reaction was carried out at room temperature (25° C.) overnight. After completion of the reaction, triethylamine was added dropwise, and the mixture was concentrated under vacuum. The crude product thus obtained was purified by silica gel column chromatography (eluent: hexane/ethyl acetate (v/v)=4/1) to give 459 mg (1.64 mmol equivalents) of 5-benzyloxyethyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09107964B2
Source datasetuspto-grants-2015_08
ORD IDord-8823c723f4fd494f804d0fb5717bd8cf
Source noteuspto-grants-2015_08