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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788739Generated: October 30, 2026

Ethanol → HCID 13336364, compound

https://huagongshe.com/reaction/1788739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
ReactantHCID 20158360HCID 20158360—
SolventTolueneHCID 1140—
ProductHCID 13336364HCID 13336364174.9%
ProductHCID 22289835HCID 22289835—

Reaction Steps

Debenzylation is carried out as in Example 48, using N-ethyl-N-[3-(1-benzylpiperidin-4-yl)-propyl]-2-phenylquinoline-4-carboxamide (21 g) in toluene (400 ml), 2,2,2-trichloroethyl chloroformate (9 g), and then a 6N aqueous solution of potassium hydroxide (245 ml) and ethanol (550 ml), as the starting materials. After chromatography of the residue on silica gel using a toluene/diethylamine mixture (9/1) as the eluant, N-ethyl-N-[3-(piperidin-4-yl)-propyl]-2-phenylquinoline-4-carboxamide (10 g) is isolated; this is converted to its methanesulphonate in ethanol by the addition of an ethanolic solution of methanesulphonic acid. The methanesulphonate melts at 164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04684652
Source datasetuspto-grants-1987_08
ORD IDord-772e8adb0ac14f1c9eda2ffcd2994bb9
Source noteuspto-grants-1987_08