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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410330Generated: October 27, 2026

Diethyl Ether → 1-benzyl-5-fluoro-3H-indol-2-one

https://huagongshe.com/reaction/1410330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-Benzyl-5-fluoroindoline-2,3-dioneHCID 11097156—
Reactant1-benzyl-1,3-dihydro-2H-indol-2-oneHCID 11790821—
SolventHexaneHCID 8058—
Product1-benzyl-5-fluoro-3H-indol-2-oneHCID 1491849075.2%

Reaction Steps

The title compound was prepared in a manner similar to the method of N-Benzyl-oxindole using 5-fluoro-N-benzylisatin (14.5 g, 56.8 mmol). Trituration using Et2O:hexane yielded the title compound as a pale yellow solid (10.3 g, 75%). 1H NMR (400 MHz, CDCl3) δ 7.30-7.26 (m, 5H), 7.00 (d, J=7.6 Hz, 1H), 6.87 (t, 1H), 6.63 (m, 1H), 4.91 (s, 2H), 3.63 (s, 2H); MS ESI 241.9 [M+H]+, calcd for [C15H10FNO2+H]+ 241.09.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921545B2
Source datasetuspto-grants-2014_12
ORD IDord-f4f2665186594c70ab4612fd0a143f34
Source noteuspto-grants-2014_12