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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69506Generated: October 30, 2026

p-Toluenesulfonic acid → 4,5-Dihydro-2-(trimethylsilyl)-7H-thieno[2,3-c]pyran-7-one

https://huagongshe.com/reaction/69506

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 68991126HCID 68991126—
SolventTolueneHCID 1140—
Product4,5-Dihydro-2-(trimethylsilyl)-7H-thieno[2,3-c]pyran-7-oneHCID 68991892—

Reaction Conditions

Temperature10 °C

Reaction Steps

A mixture of 3-(2-Hydroxy-ethyl)-5-trimethylsilanyl-thiophene-2-carboxylic acid (4.1 g) and p-Toluenesulfonic acid (577.9 mg) in toluene (100 mL) was heated to 10° C. for 6 h. The solvent was removed in vacuum and the residue taken up in water and ethyl acetate. The aqueous phase was extracted with ethyl acetate three times. The combined organic phases were dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 226.37 (C10H14O2SSi); MS (ESI): 227 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-90e643e205454f2a8d495babb761a011
Source noteuspto-grants-2014_09