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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1807056Generated: October 25, 2026

Hydrochloric Acid → (S)-5-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-one

https://huagongshe.com/reaction/1807056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-2-(2,2-Dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acidHCID 641720—
ReactantBorane;tetrahydrofuranHCID 2723981—
SolventTetrahydrofuranHCID 8028—
Product(S)-5-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-oneHCID 1097577873.2%

Reaction Steps

Step B To the solution of ((S)-2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetic acid (10.1 g, 58 mmol) in anhydrous tetrahydrofuran (20 mL) at 0° C. was added a solution of BH3.THF (1 M, 70 mL, 70 mmol). The reaction mixture was stirred at room temperature for 2 h. Aqueous HCl solution was added, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc) to give (S)-5-(2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-one as a colorless oil (6.8 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-f0ac5cf4d03d4e7eb878379d092a0e42
Source noteuspto-grants-2013_01