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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640439Generated: October 29, 2026

Ethanol → (5-[1,3]Dioxolan-2-yl-pyridin-2-yl)-methanol

https://huagongshe.com/reaction/640439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
Reactant5-(1,3-Dioxolan-2-yl)picolinaldehydeHCID 59255173—
SolventWaterHCID 962—
Product(5-[1,3]Dioxolan-2-yl-pyridin-2-yl)-methanolHCID 5925526778.3%

Reaction Steps

To an ethanol (20 mL) and tetrahydrofuran (20 mL) solution of 5-[1,3]dioxolan-2-yl-pyridine-2-carbaldehyde (1.73 g, 9.66 mmol) described in Manufacturing Example 154-1-3 was added sodium borohydride (731 mg, 19.3 mmol), which was stirred for 25 minutes at room temperature. Water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:2) to obtain the title compound (1.37 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-d266718a90e54b27b5a44492e4448e40
Source noteuspto-grants-2010_04