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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15368Generated: October 30, 2026

p-Toluenesulfonic acid → 6,7-dihydro-5H-thieno[3,2-b]pyran-2-carbaldehyde

https://huagongshe.com/reaction/15368

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-(1,3-dioxolan-2-yl)-6,7-dihydro-5H-thieno[3,2-b]pyranHCID 57486912—
CatalystWaterHCID 962—
SolventAcetoneHCID 180—
Product6,7-dihydro-5H-thieno[3,2-b]pyran-2-carbaldehydeHCID 57486913—

Reaction Steps

2-(1,3-Dioxolan-2-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran (0.48 g, 2.24 mmol) was dissolved in acetone (25 ml) and water (25 drops) and stirred with polystyrene-sulfonic acid resin (MP-TsOH, Argonaut Technologies inc, 1.35 mmol/g, 200 mg, 0.27 mmol) overnight. The reaction mixture was filtered, the filtrate evaporated and azeotroped with toluene. The title compound was obtained as a pale orange oil (0.44 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732461B2
Source datasetuspto-grants-2010_06
ORD IDord-2603c295c6774fb2b21832e07be7eeeb
Source noteuspto-grants-2010_06