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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2385114Generated: October 30, 2026

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

https://huagongshe.com/reaction/2385114

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromophenolHCID 11563—
Reactant3,4-DifluorophenolHCID 75927—
Reactant1-(diphenylmethyl)-1H-indole-2,3-dioneHCID 1969277—
Reactant1-((5-(Trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dioneHCID 67356488—
Product3-(4,5-difluoro-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-1,3-dihydro-2H-indol-2-oneHCID 67357429—

Reaction Steps

Following the procedure as described in PREPARATION 2A and making non-critical variations using 3,4-difluorophenol to replace 3-bromophenol, and 1-(diphenylmethyl)-1H-indole-2,3-dione to replace 1-((5-(trifluoromethyl)furan-2-yl)methylindoline-2,3-dione, 3-(4,5-difluoro-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-1,3-dihydro-2H-indol-2-one was obtained (61%) as a colorless solid: 1H NMR (300 MHz, CDCl3) δ9.23 (br s, 1H), 7.47-7.44 (m, 1H), 7.35-7.21 (m, 9H), 7.18-7.11 (m, 2H), 6.90 (s, 1H), 6.83 (dd, J=11.2, 6.9 Hz, 1H), 6.67 (dd, J=11.2, 8.7 Hz, 1H), 6.56-6.51 (m, 1H), 4.13 (br s, 1H); MS (ES+) m/z 426.2 (M−17).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263606B2
Source datasetuspto-grants-2012_09
ORD IDord-94d57c6e720245d798a376870738d275
Source noteuspto-grants-2012_09