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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49059Generated: October 28, 2026

Water → [5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-yl]-methanol

https://huagongshe.com/reaction/49059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl esterHCID 69586877—
SolventTetrahydrofuranHCID 8028—
Product[5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-yl]-methanolHCID 2204217378%

Reaction Steps

To a solution of 5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl ester (1.5 g, 4.8 mmol) in 100 mL of tetrahydrofuran, lithium aluminum hydride powder (728 mg, 19.2 mmol) was added. The mixture was stirred under nitrogen at room temperature for 2 hour. To the reaction mixture was added water (0.75 mL), 15% sodium hydroxide (0.75 mL) and water (0.75 mL). It was then filtered through a pad of celite and the filtrate was concentrated. The residue was washed with ethyl acetate to give 960 mg (78%) of [5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-yl]-methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706709B2
Source datasetuspto-grants-2004_03
ORD IDord-a211efdf2c064b5aa629326e25f9e9c3
Source noteuspto-grants-2004_03