Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537873Generated: October 29, 2026

ethyl 5-fluoro-1H-indole-2-carboxylate → 934969-76-3

https://huagongshe.com/reaction/537873

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl 5-fluoro-1H-indole-2-carboxylateHCID 2727899—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product934969-76-3HCID 6940849890%

Reaction Conditions

Temperature0 °C

Reaction Steps

To ethyl 5-fluoro-1H-indole-2-carboxylate 45 (3.1 g, 14.96 mmol) in THF at 0° C. was added lithium aluminum hydride solution (1M, in THF 0.625 g, 16.44 mmol) dropwise and the reaction mixture was stirred for 3.5 hours at 0° C. The reaction mixture was quenched with H2O, 15% NaOH, and H2O before it was filtered and rinsed with THF. Reaction mixture was dried (anhydrous Na2SO4) and evaporation of the solvent gave 2.21 g (90% yield) of the crude (5-fluoro-1H-indol-2-yl)methanol 46 which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865709B2
Source datasetuspto-grants-2014_10
ORD IDord-c3c5d6f3fae1470e8a073215ea137274
Source noteuspto-grants-2014_10