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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372635Generated: October 27, 2026

Sodium Hydroxide → 3-Chloro-4-(1-methyl-3-indolylcarbonylamino)phenylacetic acid

https://huagongshe.com/reaction/1372635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-chloro-4-(1-methyl-3-indolylcarbonylamino)phenylacetateHCID 17859282—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
Product3-Chloro-4-(1-methyl-3-indolylcarbonylamino)phenylacetic acidHCID 1785876993.1%

Reaction Steps

To a solution of ethyl 3-chloro-4-(1-methyl-3-indolylcarbonylamino)phenylacetate (639 mg, 1.72 mmol) in THF (17.5 mL) was added 0.25N NaOH (10.3 mL, 2.58 mmol). The resulting mixture was stirred at room temperature for 4 hours. Under ice cooling, the reaction mixture was poured in 1N HCl (15 ml). The crystals thus precipitated were collected by filtration, washed with water and dried under reduced pressure, whereby 3-chloro-4-(1-methyl-3-indolylcarbonylamino)phenylacetic acid (549 mg, 93%) was obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157487B2
Source datasetuspto-grants-2007_01
ORD IDord-7410b1fa0c4c4911a05df6ebc21f9460
Source noteuspto-grants-2007_01