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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694110Generated: November 1, 2026

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

https://huagongshe.com/reaction/1694110

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 numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-cf0496c23ce64a74979ce9513871c1b0
Source noteuspto-grants-2012_04