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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423218Generated: October 30, 2026

Tetrabutylammonium Fluoride → 3-(2-tert-butylphenyl)-1H-indole

https://huagongshe.com/reaction/2423218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-(2-tert-butylphenyl)-1-(phenylsulfonyl)-1H-indoleHCID 67241937—
SolventTetrahydrofuranHCID 8028—
Product3-(2-tert-butylphenyl)-1H-indoleHCID 6724108926%

Reaction Conditions

Temperature100 °C

Reaction Steps

3-(2-tert-Butylphenyl)-1-(phenylsulfonyl)-1H-indole (172.6 mg, 0.443 mmol) was combined with tetrahydrofuran (2.0 mL) and 1 M tetrabutylammonium fluoride solution (2.21 mL) and heated to 100° C. for 20 minutes. The cooled reaction is charged to a silica gel column and purified by eluting with a gradient of ethyl acetate and hexanes to give 3-(2-tert-butylphenyl)-1H-indole (26.8 mg, 26%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960569B2
Source datasetuspto-grants-2011_06
ORD IDord-9477f39a4a7f45c9bc00c6c2ee272aaa
Source noteuspto-grants-2011_06