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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648353Generated: November 3, 2026

Ammonium Chloride → HCID 15292265, compound

https://huagongshe.com/reaction/1648353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2,4,6-Trichlorobenzoyl chlorideHCID 2733703—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 15292264HCID 15292264—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventHexamethylphosphoramideHCID 12679—
ProductHCID 15292265HCID 15292265—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To 5-methoxy-2-methyl-3-indolyl acetic acid 2-(trimethylsilyl)ethyl ester (2.00 g) in THF (20.0 mL) was added HMPA (2.0 mL). To the resulting mixture at -78° C. was added a 0.5M toluene solution of KHMDS (13.8 mL). After a period of 0.5 h, 2,4,6-trichlorobenzoyl chloride (1.03 mL) was added and the mixture was stirred 0.5 h at -78° C. then 0.5 h at 0° C. An aqueous solution of NH4Cl was then added and extracted with EtOAc. After purification by flash chromatography (10% EtOAc in hexane) the title compound was obtained (2.80 g) and used as such for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05436265
Source datasetuspto-grants-1995_07
ORD IDord-91ade6e8e69b45a5b50a15a0ae4e91e1
Source noteuspto-grants-1995_07