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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523086Generated: October 30, 2026

3-Methoxybenzyl chloride → 1-Butyl-5-chloro-3-hydroxy-3-(3-methoxybenzyl)indolin-2-one

https://huagongshe.com/reaction/1523086

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methoxybenzyl chlorideHCID 69994—
Reactant1-Butyl-5-chloro-3-(3,5-dimethoxybenzyl)-3-hydroxyindolin-2-oneHCID 86301275—
Product1-Butyl-5-chloro-3-hydroxy-3-(3-methoxybenzyl)indolin-2-oneHCID 86301121—

Reaction Steps

This compound was made in an analogous fashion to 11-ethyl-3-hydroxy-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-one using 1-butyl-5-chloro-3-(3,5-dimethoxybenzyl)-3-hydroxyindolin-2-one and 3-methoxy benzyl chloride (purchased from Fisher Scientific). 1H NMR δ 7.31 (s, 1H), 7.24 (d, 1H), 7.02 (t, 1H), 6.69 (d, 1H), 6.59 (d, 1H), 6.52 (d, 1H), 6.43 (s, 1H), 3.64 (m, 4H), 3.30 (m, 2H), 3.20 (d, 1H), 1.6 (bs, OH), 1.30 (m, 2H), 1.11 (m, 2H), 0.84 (t, 3H). Calculated mass for C20H22ClNO3, 359.13. Observed 382.2 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079853B2
Source datasetuspto-grants-2015_07
ORD IDord-94949265617a4180aff97ebd06613314
Source noteuspto-grants-2015_07