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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645166Generated: October 28, 2026

3-(5-bromo-2-hydroxyphenyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one → 5-bromospiro[1-benzofuran-3,3'-indol]-2'(1'H)-one

https://huagongshe.com/reaction/645166

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(5-bromo-2-hydroxyphenyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-oneHCID 58872566—
Reactant1-(2-cyclopropylethyl)-3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-oneHCID 66642567—
Product5-bromospiro[1-benzofuran-3,3'-indol]-2'(1'H)-oneHCID 59263498—

Reaction Steps

Following the procedure as described in EXAMPLE 1, and making non-critical variations using 3-(5-bromo-2-hydroxyphenyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one to replace 1-(2-cyclopropylethyl)-3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one, the title compound was obtained (25%) as a white solid: mp 225-228° C.; 1H NMR (300 MHz, CDCl3) δ 10.65 (s, 1H), 7.35 (dd, 1H), 7.24 (dt, 1H), 7.11 (d, 1H), 6.99-6.88 (m, 3H), 6.83 (d, 1H), 4.81 (d, 1H), 4.69 (d, 1H); MS (ES+) m/z 316.1 (M+1), 318.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700641B2
Source datasetuspto-grants-2010_04
ORD IDord-08261c76745743c4b83e60d5fd72ee06
Source noteuspto-grants-2010_04