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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31345Generated: October 25, 2026

4-Bromoanisole → 5-Chloro-3-hydroxy-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/31345

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanisoleHCID 7730—
Reactant5-chloro-1H-indole-2,3-dioneHCID 87203—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-hydroxy-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-oneHCID 2256090772.9%

Reaction Steps

This compound is prepared according to the procedure described in step A of Preparation 1.3 starting with 3.5 g of magnesium, 25 g of 1-bromo-4-methoxybenzene, 50 ml of THF and a mixture of 8 g of 5-chloro-1H-indol-2,3-dione in 50 ml of THF. 9.3 g of the expected product are obtained after crystallization from hot iso ether; m.p.=202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425566B2
Source datasetuspto-grants-2008_09
ORD IDord-86d7b71e15434408bfc215eb7ab4417b
Source noteuspto-grants-2008_09