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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092262Generated: November 2, 2026

Water → HCID 66591461, compound

https://huagongshe.com/reaction/1092262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
Reactant5-Bromofuran-2-carbaldehydeHCID 600328—
SolventTolueneHCID 1140—
ProductHCID 66591461HCID 6659146177%

Reaction Conditions

Temperature80 °C

Reaction Steps

4.58 g (13.7 mmol, 1.2 eq) of methyl triphenylphosphoranylideneacetate are added to a solution of 2.0 g (11.4 mmol, 1.0 eq) of 5-bromofuran-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). 2.0 g of methyl 3-(5-bromofuran-2-yl)acrylate are obtained. Yield=77%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129416B2
Source datasetuspto-grants-2012_03
ORD IDord-f5fc6cae1d4f43f6af50f85763ccebe4
Source noteuspto-grants-2012_03