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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965356Generated: October 31, 2026

3-Bromophenol → 4-bromo-1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/1965356

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromophenolHCID 11563—
Reactant2,3-Dihydro-1,4-benzodioxin-6-olHCID 9115273—
Reactant1-((5-(Trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dioneHCID 67356488—
Reactant4-Bromo-1-benzhydrylindoline-2,3-dioneHCID 67357423—
Product4-bromo-1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-oneHCID 67376626—

Reaction Steps

Following the procedure as described in PREPARATION 2A and making non-critical variations using 2,3-dihydro-1,4-benzodioxin-6-ol to replace 3-bromophenol, and 4-bromo-1-benzhydrylindoline-2,3-dione to replace 1-((5-(trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dione, 4-bromo-1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one was obtained (99%) as a colorless solid: 1H NMR (300 MHz, DMSO-d6) δ9.06 (s, 1H), 7.44-7.28 (m, 10H), 6.98-6.82 (m, 2H), 6.68 (s, 1H), 6.33 (d, J=7.4 Hz, 1H), 6.16 (s, 1H), 4.23-4.08 (m, 4H); MS (ES+) m/z 566.1 (M+23), 568.1 (M+23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415370B2
Source datasetuspto-grants-2013_04
ORD IDord-beca2a2c7775476aafb672181704a162
Source noteuspto-grants-2013_04