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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769884Generated: November 1, 2026

Diazomethane → Methyl indole-6-carboxylate

https://huagongshe.com/reaction/1769884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant1H-indole-6-carboxylic acidHCID 595230—
SolventTetrahydrofuranHCID 8028—
ProductMethyl indole-6-carboxylateHCID 63984498%

Reaction Steps

To a solution of indole-6-carboxylic acid (2.0 g, 12.4 mmol), prepared as described in step 1, in tetrahydrofuran (20 mL) at 0° C. was added excess diazomethane (0.30M solution in ether). After 10 min the solution was warmed to room temperature and nitrogen was bubbled through the solution for 30 min. The solution was concentrated in vacuo and the residue purified by flash chromatography (SiO2, 85:15 hexane:ethyl acetate) to afford methyl indole-6-carboxylate (2.1 g, 98 %) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05382670
Source datasetuspto-grants-1995_01
ORD IDord-b79f1181307d4721bb2b9629b484e691
Source noteuspto-grants-1995_01