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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425476Generated: October 25, 2026

4-Fluorophenol → 3-(5-fluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/425476

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorophenolHCID 9732—
ReactantSesamolHCID 68289—
Reactant1-Pentyl-1H-indole-2,3-dioneHCID 1581092—
Reactant4-bromo-1-pentyl-1H-indole-2,3-dioneHCID 28492458—
Product3-(5-fluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-oneHCID 12004304—

Reaction Steps

Following the procedure as described in PREPARATION 1C, and making non-critical variations to replace 4-bromo-1-pentyl-1H-indole-2,3-dione with 1-pentyl-1H-indole-2,3-dione, and 1,3-benzodioxol-5-ol with 4-fluorophenol, the title compound was obtained (53%): 1H NMR (300 MHz, CDCl3) δ 9.42-9.14 (br, 1H), 7.53-6.86 (m, 6H), 6.56-6.48 (m, 1H), 4.58-4.28 (br, 1H), 3.79-3.58 (m, 2H), 1.77-1.61 (m, 2H), 1.41-1.24 (m, 4H), 0.87 (t, 3H); MS (ES+) m/z 312 (M−17), 352 (M+23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106087B2
Source datasetuspto-grants-2012_01
ORD IDord-69ce137e0b8e4e22b30216fae3bed296
Source noteuspto-grants-2012_01