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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264636Generated: October 27, 2026

(E)-3-(3-Chloro-benzo[b]thiophen-2-yl)-acrylic acid methyl ester → 3-(3-Chloro-benzo[b]thiophen-2-yl)-propionic acid methyl ester

https://huagongshe.com/reaction/2264636

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(E)-3-(3-Chloro-benzo[b]thiophen-2-yl)-acrylic acid methyl esterHCID 46825722—
CatalystChlorotris(triphenylphosphine)rhodium(I)HCID 84599—
SolventTetrahydrofuranHCID 8028—
Product3-(3-Chloro-benzo[b]thiophen-2-yl)-propionic acid methyl esterHCID 6676075199%

Reaction Steps

A solution of 3.60 g (14.6 mmol) of 14 in 50 mL THF was treated with Wilkinson's catalyst (3.35 g, 3.62 mmol). The mixture was stirred under 1 atm H2 for 18 h and then was filtered through celite. The solvent was evaporated and the residue purified by flash chromatography on silica gel (0-2% ethyl acetate/hexane) to give 3.63 g (14.3 mmol, 99%) of the saturated ester (15).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855226B2
Source datasetuspto-grants-2010_12
ORD IDord-b0ead5e0afb8490398081cdea6102918
Source noteuspto-grants-2010_12