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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275633Generated: October 31, 2026

Methyl iodide → Methyl 5-methoxy-1-methyl-1H-indolecarboxylate

https://huagongshe.com/reaction/1275633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant1H-Indole-2-carboxylic acid, 5-methoxy-, methyl esterHCID 2728184—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 5-methoxy-1-methyl-1H-indolecarboxylateHCID 4777906—

Reaction Steps

100 ml of a 1 N solution of potassium tert-butoxide in tetrahydrofuran is added dropwise to a solution, cooled to -20° C., of 0,1 mol of methyl 5-methoxy-1H-indolecarboxylate in tetrahydrofuran. The medium is stirred for 30 minutes at this temperature, followed by dropwise addition of a solution of 0.1 mol of methyl iodide in tetrahydrofuran. Once the addition is complete, the medium is warmed slowly to room temperature, stirred for 1 h at this temperature and filtered. The expected product is obtained after concentration of the solvent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162822
Source datasetuspto-grants-2000_12
ORD IDord-4924b46ba33c42a28bef02dbc8124067
Source noteuspto-grants-2000_12