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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545772Generated: October 29, 2026

Sesamol → ethyl [4-bromo-3-hydroxy-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate

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Reaction equation

Participants

RoleNameHCIDCharge
ReactantSesamolHCID 68289—
Reactant2,3-Dihydro-1-benzofuran-6-olHCID 12236540—
Reactantethyl (4-bromo-2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetateHCID 28492473—
Reactant1-(2-cyclopropylethyl)-1H-indole-2,3-dioneHCID 65596570—
Productethyl [4-bromo-3-hydroxy-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetateHCID 58872433—

Reaction Steps

Following the procedure as described in PREPARATION 2B, and making non-critical variations to replace 1-(2-cyclopropylethyl)-1H-indole-2,3-dione with ethyl (4-bromo-2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetate, and 1,3-benzodioxol-5-ol with 2,3-dihydrobenzofuran-6-ol, the title compound was obtained (68%) as a white solid: 1H NMR (300 MHz, CDCl3) δ 8.66 (br, 1H), 7.31-7.19 (m, 3H), 6.73 (dd, 1H), 6.49-6.45 (m, 1H), 5.09-4.36 (m, 4H), 4.20 (q, 2H), 3.14-2.90 (m, 2H), 1.23 (t, 3H); MS (ES+) m/z 432.2 (M−17).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935721B2
Source datasetuspto-grants-2011_05
ORD IDord-9c4c1e17d5084bc8824bd00b92a6d637
Source noteuspto-grants-2011_05