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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976822Generated: November 1, 2026

Sodium Chloride → HCID 10109186, compound

https://huagongshe.com/reaction/1976822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantTriethylamineHCID 8471—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
ReactantHCID 9856183HCID 9856183—
SolventDichloromethaneHCID 6344—
ProductHCID 10109186HCID 1010918640%

Reaction Steps

A solution of 1,4-dihydro-4-methylspiro[cyclopent[b]indole-3(2H), 4′-piperidine] (2.5 g) and triethylamine (2.9 ml) in dichloromethane (100 ml) and 4-(chloromethyl)anisole (1.95 g) was allowed to stand overnight at ambient temperature, under nitrogen, with stirring. Saturated sodium chloride solution was added and the mixture was extracted with dichloromethane. The layers were separated, and the organic phase was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated in vacuo. The residue was flash chromatographed (silica gel), eluting with 7.5% acetone/dichloromethane. The appropriate fractions were collected and concentrated to give 1.5 g (40%) of product, mp 39-40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06229014B1
Source datasetuspto-grants-2001_05
ORD IDord-045df58fb5a046228e0909841a8bf614
Source noteuspto-grants-2001_05