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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927273Generated: October 29, 2026

Sodium Iodide → 3-(5-Methyl-thiophen-2-ylmethyl)-benzaldehyde

https://huagongshe.com/reaction/1927273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantAcetonitrileHCID 6342—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant(3-[1,3]Dioxolan-2-yl-phenyl)-(5-methyl-thiophen-2-yl)-methanolHCID 59287372—
SolventWaterHCID 962—
Product3-(5-Methyl-thiophen-2-ylmethyl)-benzaldehydeHCID 5928738241.8%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of acetonitrile (20 mL) and sodium iodide (2.9 g) was added trimethylsilyl chloride (2.1 g) at room temperature under stirring. The reaction solution thus obtained was cooled to −20° C., and (3-[1,3]dioxolan-2-yl-phenyl)-(5-methyl-thiophen-2-yl)-methanol (1.1 g) described in Manufacturing Example 52-1 and acetonitrile (5 mL) were added thereto under stirring. The reaction solution was returned to room temperature and stirred for 10 minutes. Water was added to the reaction solution, which was then extracted with ethyl acetate. The solvent was evaporated from the organic layer under a reduced pressure, and the residue was purified by silica gel chromatography (heptane:ethyl acetate=2:1) to obtain the titled compound (360 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-aa53d48dc8ae4cfda36614f900f62de3
Source noteuspto-grants-2012_05