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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566678Generated: October 27, 2026

Sodium hydride → [[2-cyclopropyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester

https://huagongshe.com/reaction/566678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
Reactant2-cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indoleHCID 10491805—
SolventDimethylformamideHCID 6228—
Product[[2-cyclopropyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl esterHCID 1056880763%

Reaction Steps

2-Cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole (316 mg, 1.2 mmol) was alkylated by treating with 0.11 mL (1.2 mmol) of methyl bromoacetate and 48 mg (1.2 mmol) of 60% NaH/mineral oil in DMF as described in Example 1, Part E. The product was purified by chromatography over silica gel eluting with 20% EtOAc/hexane, to give 253 mg (63% yield) of [[2-cyclopropyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06175021B1
Source datasetuspto-grants-2001_01
ORD IDord-74252d4899dc4c498801b4934ddec70e
Source noteuspto-grants-2001_01