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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247854Generated: October 26, 2026

Diazomethane → methyl 1H-indole-4-carboxylate

https://huagongshe.com/reaction/247854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantIndole-4-carboxylic acidHCID 595229—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
Productmethyl 1H-indole-4-carboxylateHCID 273366898%

Reaction Steps

To a solution of indole-4-carboxylic acid (506 mg, 3.14 mmol) dissolved in a mixture of methanol (5 mL) and diethyl ether (10 mL) was added ethereal diazomethane until disappearance of the starting acid was indicated by TLC. Magnesium sulfate was then added and the solution filtered and concentrated in vacuo. Flash chromatography on Merck silica gel (10 g) eluted with 2:1, chloroform:hexanes, followed by 10:1, chloroform: ether afforded the title compound (540 mg, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05208235
Source datasetuspto-grants-1993_05
ORD IDord-f3eca2e7cd8b4af0b2f619fef1d40c9d
Source noteuspto-grants-1993_05