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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250229Generated: October 25, 2026

5-Bromo-3-indoleacetic acid → methyl 2-(5-bromo-1H-indol-3-yl)acetate

https://huagongshe.com/reaction/250229

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-3-indoleacetic acidHCID 96734—
ReactantTrimethylsilyldiazomethaneHCID 167693—
SolventMethanolHCID 887—
Productmethyl 2-(5-bromo-1H-indol-3-yl)acetateHCID 4978254599%

Reaction Steps

To a solution of (5-bromo-1H-indol-3-yl)-acetic acid (683 mg, 2.69 mmol) in methanol (6 mL) is added (trimethylsilyl)diazomethane (2.0 M solution in hexanes, approximately 6 mL) over two minutes at room temperature. The yellow mixture is concentrated. The residue is taken up in methanol and is concentrated several times to give of the title compound (710 mg, 99%). ES/MS m/e 266.2 (M−2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863302B2
Source datasetuspto-grants-2011_01
ORD IDord-ae807f98bc08481ba5fe2c9bb370e741
Source noteuspto-grants-2011_01