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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092258Generated: October 31, 2026

Water → HCID 53396028, compound

https://huagongshe.com/reaction/1092258

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 numberUS08129416B2
Source datasetuspto-grants-2012_03
ORD IDord-89128080b8494469824f91440eb4e995
Source noteuspto-grants-2012_03