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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602108Generated: October 25, 2026

(Triphenylphosphoranylidene)acetaldehyde → (E)-3-(5-methoxy-2-indolyl)-2-propenaldehyde

https://huagongshe.com/reaction/1602108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Triphenylphosphoranylidene)acetaldehydeHCID 75051—
Reactant5-Methoxy-1H-indole-2-carbaldehydeHCID 826456—
SolventTolueneHCID 1140—
Product(E)-3-(5-methoxy-2-indolyl)-2-propenaldehydeHCID 1961040126.3%

Reaction Conditions

Temperature85 °C

Reaction Steps

5-Methoxyindole-2-carboxaldehyde (1.5 g, 8.5 mmol) was dissolved in dry toluene (30 ml) and treated with (formylmethylene)triphenylphosphorane (3 g, 9.8 mmol). The reaction mixture was stirred at 85° C. for 5 h, allowed to cool and chromatographed over silica gel using hexane/EtOAc (7:3). Evaporation of the solvent yielded 0.45 g (26 %) of (E)-3-(5-methoxy-2-indolyl)-2-propenaldehyde, m.p.=145-147° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981525
Source datasetuspto-grants-1999_11
ORD IDord-73d513385919411a8ac8170bcc619bbe
Source noteuspto-grants-1999_11