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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495305Generated: October 30, 2026

Triethylsilane → HCID 23147385, compound

https://huagongshe.com/reaction/495305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
ReactantHCID 74020637HCID 74020637—
CatalystChlorotris(triphenylphosphine)rhodium(I)HCID 84599—
SolventTolueneHCID 1140—
ProductHCID 23147385HCID 23147385—

Reaction Conditions

Temperature50 °C

Reaction Steps

In an argon atmosphere, triethylsilane (0.15 mL, 0.94 mmol) and tris(triphenylphosphine)rhodium(I) chloride (30 mg, 0.032 mmol) were added to toluene (2.0 mL) solution of methyl 3-{5-[3-bromo-2-(methoxycarbonylmethyl)-4,6-bis(methoxymethoxy)phenyl]furan-2-yl}acrylate (89 mg, 0.18 mmol) obtained in the above, and stirred at 50° C. for 3 hours. The reaction solution was concentrated, and the residue was purified through silica chromatography (n-hexane to ethyl acetate/n-hexane=1/2) to obtain methyl 3-{5-[3-bromo-2-(methoxycarbonylmethyl)-4,6-bis(methoxymethoxy)phenyl]furan-2-yl}propanoate. Then, the resulting compound was dissolved in methanol solution (5.0 mL) of 10% hydrochloric acid, stirred at room temperature for 2 hours, and then concentrated under reduced pressure. The resulting residue was purified through preparative thin-layer chromatography (methanol/chloroform=1/9) to obtain Compound 267 (35 mg, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538241B2
Source datasetuspto-grants-2009_05
ORD IDord-6c2adf5d2506423d87f744aec16bf34b
Source noteuspto-grants-2009_05