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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393665Generated: November 2, 2026

Methyl 3,3-dimethoxypropionate → Methyl 5-methoxy-1H-indole-3-carboxylate

https://huagongshe.com/reaction/1393665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3,3-dimethoxypropionateHCID 81924—
Reactant4-Methoxyphenylhydrazine hydrochlorideHCID 2723904—
SolventAcetic AcidHCID 176—
ProductMethyl 5-methoxy-1H-indole-3-carboxylateHCID 23091969110.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

4-Methoxyphenylhydrazine hydrochloride (200 mg) and methyl 3,3-dimethoxypropionate (194 mg) were added to acetic acid (8.0 ml) and stirred for 4.5 hours at 70° C. The mixture was concentrated under reduced pressure, and the residue was purified by column chromatography (eluting solvent; ethyl acetate:n-hexane 1:5→1:3) to give methyl 5-methoxy-1H-indole-3-carboxylate (259 mg, Y.:97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345180B2
Source datasetuspto-grants-2008_03
ORD IDord-44de0d4f6e924797a3c75e8190b466d4
Source noteuspto-grants-2008_03