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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008616Generated: October 25, 2026

Ethyl 6-chloroindole-2-carboxylate → (6-Chloro-1H-indol-2-yl)methanol

https://huagongshe.com/reaction/1008616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 6-chloroindole-2-carboxylateHCID 7015027—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product(6-Chloro-1H-indol-2-yl)methanolHCID 16115151111.7%

Reaction Steps

To 6-chloro-1H-indole-2-carboxylic acid ethyl ester (8.57 g) in THF at 0° C. was added lithium aluminum hydride solution (1M, in THF) dropwise and the reaction mixture was stirred for 3.5 h. The mixture was quenched with H2O, 15% NaOH, and H2O before it was filtered and rinsed with THF. Evaporation of the solvent gave 7.77 g of the crude (6-Chloro-1H-indol-2-yl)-methanol which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797708B2
Source datasetuspto-grants-2004_09
ORD IDord-d5eb9771409a411c8929968cdb7f8a6d
Source noteuspto-grants-2004_09