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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381329Generated: October 31, 2026

Ammonium Chloride → HCID 22467252, compound

https://huagongshe.com/reaction/381329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant6-BromoindoleHCID 676493—
ReactantHCID 22467249HCID 22467249—
ReactantHCID 178418573HCID 178418573—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductHCID 22467252HCID 2246725288.9%

Reaction Steps

Methyl magnesium bromide (3.6 ml of 3 M solution in diethyl ether) was added dropwise to a stirred solution of 6-bromo-indole (2.13 g, 10.9 mmol) in toluene (20 ml) under a nitrogen atmosphere. After 20 minutes the reaction mixture was transferred via a cannula, over ˜10 minutes, to a stirred solution of methyl 2-bromo-2-(7-methoxy-1,3-benzodioxol-5-yl)acetate (from step (b), 2.2 g, 7.26 mmol) in toluene (20 ml) at ambient temperature. After a further 2 hours the mixture was poured into a mixture of diethyl ether and aqueous ammonium chloride. The organic layer was separated and dried (magnesium sulphate), and the solvent was removed in vacuo. The residue was flash chromatographed using dichloromethane as eluant to give the subtitle compound (2.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06306852B1
Source datasetuspto-grants-2001_10
ORD IDord-9370986aab7a44b3bb3b1db7d9024dd1
Source noteuspto-grants-2001_10