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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2385017Generated: October 29, 2026

3,4-Dimethylphenol → 3-hydroxy-3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/2385017

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DimethylphenolHCID 7249—
Reactant1-(diphenylmethyl)-1H-indole-2,3-dioneHCID 1969277—
Reactant(R)-1-((tetrahydrofuran-2-yl)methyl)indoline-2,3-dioneHCID 67358326—
Reactant4H-benzo[d][1,3]dioxin-7-olHCID 68599454—
Product3-hydroxy-3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-oneHCID 68601147—

Reaction Steps

Following the procedure as described in PREPARATION 6A, and making non-critical variations using 4H-benzo[d][1,3]dioxin-7-ol to replace 3,4-dimethylphenol, and (R)-1-((tetrahydrofuran-2-yl)methyl)indoline-2,3-dione to replace 1-(diphenylmethyl)-1H-indole-2,3-dione, 3-hydroxy-3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one was obtained (62%) as a colorless solid: MS (ES+) m/z 366.2 (M−17).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263606B2
Source datasetuspto-grants-2012_09
ORD IDord-ea9e1abd2deb4eb4b84ecff035eb5583
Source noteuspto-grants-2012_09