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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637367Generated: October 29, 2026

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

https://huagongshe.com/reaction/637367

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, m.p. 189.5°-190.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04556672
Source datasetuspto-grants-1985_12
ORD IDord-4721a7d9ed3d4d7ead18a918de6e4c26
Source noteuspto-grants-1985_12