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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523085Generated: October 29, 2026

3,5-Dimethoxybenzyl Bromide → 1-Butyl-5-chloro-3-(3,5-dimethoxybenzyl)-3-hydroxyindolin-2-one

https://huagongshe.com/reaction/1523085

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dimethoxybenzyl BromideHCID 1274490—
Reactant1-Ethyl-3-hydroxy-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-oneHCID 86300542—
Reactant1-Butyl-5-chloro-2-oxoindolin-3-yl benzoateHCID 90416981—
Product1-Butyl-5-chloro-3-(3,5-dimethoxybenzyl)-3-hydroxyindolin-2-oneHCID 86301275—

Reaction Steps

This compound was made in an analogous fashion to 1-ethyl-3-hydroxy-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-one using 1-butyl-5-chloro-2-oxoindolin-3-yl benzoate and 3,5-dimethoxy benzyl bromide (purchased from Fisher Scientific). 1H NMR δ 7.25 (m, 2H) 6.61 (d, 1H), 6.24 (s, 1H), 6.06 (s, 2H), 3.66 (m, 7H), 3.23 (m, 2H), 3.16 (d, 1H), 1.63 (bs, OH), 1.35 (m, 2H), 1.17 (m, 2H), 0.96 (t, 3H). Calculated mass for C21H24ClNO4, 389.14. Observed 412.2 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079853B2
Source datasetuspto-grants-2015_07
ORD IDord-a1bfd1c282f845928539b1c78083e370
Source noteuspto-grants-2015_07