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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045566Generated: November 1, 2026

Sodium Hydroxide → HCID 59368456, compound

https://huagongshe.com/reaction/1045566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(2-Bromoethyl)-4-chlorobenzeneHCID 23029—
ReactantHCID 86642473HCID 86642473—
CatalystTetrabutylammonium ChlorideHCID 70681—
ProductHCID 59368456HCID 59368456—

Reaction Steps

The title compound was prepared by following general procedure 4. 6-(4-Chlorophenethyl)-3,9-dimethyl-1,2,3,4,5,6-hexahydroazepino [4,5-b]indole 3,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole (0.214 g, 1 mmol) along with tetrabutylammonium chloride (0.138 g, 0.0005 mmol) were taken into 50% aq. NaOH solution (5 mL) and stirred for 5 min. at RT, 1-(2-bromoethyl)-4-chlorobenzene (0.219 g, 1 mmol) was added and stirred for 5 min. at RT and then the reaction mixture was heated at 110° C. for overnight. The product detected by LCMS, extracted in ethyl acetate, dried over anhydrous sodium sulfate, concentrated and purified by reverse phase chromatography to get the pure compound 6-(4-chlorophenethyl)-3,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5- b]indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569287B2
Source datasetuspto-grants-2013_10
ORD IDord-c0960d9879ef4729950489137570838a
Source noteuspto-grants-2013_10