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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259585Generated: October 25, 2026

2-Trifluoromethylphenol → 3-hydroxy-3-[2-hydroxy-5-(trifluoromethyl)phenyl]-1-pentyl-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/1259585

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-TrifluoromethylphenolHCID 67958—
ReactantSesamolHCID 68289—
Reactant1-Pentyl-1H-indole-2,3-dioneHCID 1581092—
Reactant4-bromo-1-pentyl-1H-indole-2,3-dioneHCID 28492458—
Product3-hydroxy-3-[2-hydroxy-5-(trifluoromethyl)phenyl]-1-pentyl-1,3-dihydro-2H-indol-2-oneHCID 12004331—

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 α,α,α-trifluorocresol, the title compound was obtained (46%): 1H NMR (300 MHz, CDCl3) δ 9.75 (s, 1H), 7.50-7.39 (m, 3H), 7.21 (td, 1H), 7.10-7.02 (m, 2H), 6.96 (d, 1H), 4.26 (s, 1H), 3.82-3.59 (m, 2H), 1.77-1.63 (m, 2H), 1.40-1.27 (m, 4H), 0.88 (t, 3H); MS (ES+) m/z 362 (M−17), 402 (M+23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466188B2
Source datasetuspto-grants-2013_06
ORD IDord-f4ce792f3d8f4b13b2db29d1f4cdbf6a
Source noteuspto-grants-2013_06