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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566655Generated: October 26, 2026

Sodium hydride → [[1-[(2,6-dichlorophenyl)methyl]-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl ester

https://huagongshe.com/reaction/566655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
Reactant1-[(2,6-dichlorophenyl)methyl]-4-hydroxy-2-methyl-1H-indoleHCID 10590736—
Product[[1-[(2,6-dichlorophenyl)methyl]-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl esterHCID 1054764339%

Reaction Steps

Using the procedure described in Example 1, Part E, 1-[(2,6-dichlorophenyl)methyl]-4-hydroxy-2-methyl-1H-indole (862 mg, 2.8 mmol) was created with 112 mg (2.8 mmol) of 60% NaH/mineral oil and then 0.27 mL (2.8 mmol) of methyl bromoacetate. The product was purified by chromatography over silica gel eluting filth 20% EtOAc/hexane, to give 411 mg (39% yield) of [[1-[(2,6-dichlorophenyl)methyl]-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl ester, mp, 168-169° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06175021B1
Source datasetuspto-grants-2001_01
ORD IDord-46db8c49643143848670a739bc51739a
Source noteuspto-grants-2001_01