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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894795Generated: October 31, 2026

Water → HCID 53396028, compound

https://huagongshe.com/reaction/1894795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
Reactant5-Bromothiophene-2-carbaldehydeHCID 78428—
SolventTolueneHCID 1140—
ProductHCID 53396028HCID 5339602882%

Reaction Conditions

Temperature80 °C

Reaction Steps

4.2 g (12.5 mmol, 1.2 eq) of methyl triphenylphosphoranylideneacetate are added to a solution of 2.0 g (10.4 mmol, 1.0 eq) of 5-bromothiophene-2-carbaldehyde in 15 mL of toluene. The reaction mixture is stirred for 1 hour at 80° C. The reaction is stopped by adding 20 ml of water and is then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (80/20 heptane/ethyl acetate). 2.1 g of methyl 3-(5-bromothiophen-2-yl)acrylate are obtained. Yield=82%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513297B2
Source datasetuspto-grants-2013_08
ORD IDord-5ada3c1687cf45c595f6eb6d804fd16d
Source noteuspto-grants-2013_08