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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 978698Generated: October 28, 2026

4-(Trifluoromethyl)aniline → 5-(Trifluoromethyl)oxindole

https://huagongshe.com/reaction/978698

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethyl)anilineHCID 9964—
ReactantEthyl (methylthio)acetateHCID 78199—
ReactantTert-Butyl hypochloriteHCID 521297—
CatalystNickelHCID 935—
SolventTriethylamineHCID 8471—
Product5-(Trifluoromethyl)oxindoleHCID 3734457—

Reaction Steps

In analogous fashion, 4-trifluoromethylaniline was reacted with t-butyl hypochlorite, ethyl 2-(methylthio)acetate and triethylamine followed by reduction of the 3-thiomethyl-5-trifluoromethyl-2-oxindole thus obtained with Raney nickel, to give 5-trifluoromethyl-2-oxindole, mp 189.5°-190.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04665194
Source datasetuspto-grants-1987_05
ORD IDord-b566a8dc8c62473b8cd33ce1e3af609d
Source noteuspto-grants-1987_05