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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425473Generated: October 25, 2026

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

https://huagongshe.com/reaction/425473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSesamolHCID 68289—
Reactant3,4-DifluorophenolHCID 75927—
Reactant1-Pentyl-1H-indole-2,3-dioneHCID 1581092—
Reactant1-(2-cyclopropylethyl)-1H-indole-2,3-dioneHCID 65596570—
Product3-(4,5-difluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-oneHCID 12004303—

Reaction Steps

Following the procedure as described in PREPARATION 2B, and making non-critical variations to replace 1-(2-cyclopropylethyl)-1H-indole-2,3-dione with 1-pentyl-1H-indole-2,3-dione, and 1,3-benzodioxol-5-ol with 3,4-difluorophenol, the title compound was obtained (31%): 1H NMR (300 MHz, CDCl3) δ 9.69-9.65 (br, 1H), 7.51-7.41 (m, 2H), 7.26-7.21 (m, 1H), 6.99-6.57 (m, 3H), 4.18-4.14 (br, 1H), 3.78-3.58 (m, 2H), 1.76-1.62 (m, 2H), 1.40-1.28 (m, 4H), 0.87 (t, 3H); MS (ES+) m/z 330 (M−17), 370 (M+23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106087B2
Source datasetuspto-grants-2012_01
ORD IDord-ffb70232c70f472492eec2949e89bba8
Source noteuspto-grants-2012_01