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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1407427Generated: November 1, 2026

3,4-Dimethylphenol → 8-hydroxy-8-(6-hydroxy-2,3-dihydrobenzofuran-5-yl)-6-(((R)-tetrahydrofuran-2-yl)methyl)-6,8-dihydro-2H-[1,4]dioxino[2,3-f]indol-7(3H)-one

https://huagongshe.com/reaction/1407427

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DimethylphenolHCID 7249—
Reactant1-(diphenylmethyl)-1H-indole-2,3-dioneHCID 1969277—
Reactant2,3-Dihydro-1-benzofuran-6-olHCID 12236540—
Reactant6-[(2R)-tetrahydrofuran-2-ylmethyl]-2,3-dihydro-6H-[1,4]dioxino[2,3-f]indole-7,8-dioneHCID 68598516—
Product8-hydroxy-8-(6-hydroxy-2,3-dihydrobenzofuran-5-yl)-6-(((R)-tetrahydrofuran-2-yl)methyl)-6,8-dihydro-2H-[1,4]dioxino[2,3-f]indol-7(3H)-oneHCID 68598145—

Reaction Steps

Following the procedure as described in PREPARATION 6A, and making non-critical variations using 2,3-dihydrobenzofuran-6-ol to replace 3,4-dimethylphenol, and 6-[(2R)-tetrahydrofuran-2-ylmethyl]-2,3-dihydro-6H-[1,4]dioxino[2,3-f]indole-7,8-dione to replace 1-(diphenylmethyl)-1H-indole-2,3-dione, 8-hydroxy-8-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-6-[(2R)-tetrahydrofuran-2-ylmethyl]-2,3,6,8-tetrahydro-7H-[1,4]dioxino[2,3-f]indol-7-one was obtained: Rf 0.45 (ethyl acetate/hexanes, 1/1); MS (ES+) m/z 408.1 (M−17).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916580B2
Source datasetuspto-grants-2014_12
ORD IDord-948f0acc4fb640b38358c88f697fd097
Source noteuspto-grants-2014_12