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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198532Generated: October 30, 2026

Benzoic acid, 3-[(1E)-2-(dimethylamino)ethenyl]-2-nitro-, methyl ester → Methyl indole-7-carboxylate

https://huagongshe.com/reaction/1198532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 3-[(1E)-2-(dimethylamino)ethenyl]-2-nitro-, methyl esterHCID 771483—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTolueneHCID 1140—
ProductMethyl indole-7-carboxylateHCID 676694—

Reaction Steps

A solution of methyl 3-[2-(E)-(dimethylamino)ethenyl]-2-nitrobenzoate (12.0 g, 48 mmol) in toluene (200 ml) was hydrogenated at 60 psi over 10% palladium on charcoal (1.5 g) until hydrogen uptake ceased. The catalyst was filtered off, the filtrate was evaporated and the residue was chromatographed on silica to give the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05281593
Source datasetuspto-grants-1994_01
ORD IDord-6feaadd5da724c1ebd30712baed05f8f
Source noteuspto-grants-1994_01