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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629580Generated: October 23, 2026

Sodium hydride → 1-(triisopropylsilyl)-1H-indol-6-ol

https://huagongshe.com/en/reaction/629580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTriisopropylsilyl chlorideHCID 139400—
Reactant6-(benzyloxy)-1H-indoleHCID 260804—
SolventTetrahydrofuranHCID 8028—
Product1-(triisopropylsilyl)-1H-indol-6-olHCID 67226331—

Reaction Steps

6-Benzyloxy-indole (1.0 g) was treated with NaH (135 mg) and triisopropylsilyl chloride (1.0 g) in tetrahydrofuran for 1 hour, purified by flash chromatography (98/2 ethyl acetate/hexanes), then debenzylated in ethanol (35 mL) using Pearlman's catalyst (0.19 g) and a hydrogen balloon.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315488B2
Source datasetuspto-grants-2016_04
ORD IDord-95d907415c2d43e3abd6c743d302a437
Source noteuspto-grants-2016_04