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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556960Generated: October 31, 2026

Methanol → HCID 66758487, compound

https://huagongshe.com/reaction/556960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Methylbenzenesulfonic acidHCID 6925—
ReactantAmmonium HydroxideHCID 14923—
Reactant1-Benzyl-4-[(4-chlorophenyl)amino]piperidine-4-carboxamideHCID 70587—
SolventWaterHCID 962—
ProductHCID 66758487HCID 66758487—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1-Benzyl-4-(4-chloro-phenylamino)-piperidine-4-carboxylic acid amide (1.19 g 3.46 mmol) in methanol (10 ml) in a sealed tube was added toluene sulfonic acid (2.33 g, 12.11 mmol). The reaction was heated to 120° C., and stirred at that temperature behind a blast shield for 5 days. The reaction was then allowed to cool to room temperature at which time it was worked up by diluting with water, then by adding concentrated ammonium hydroxide until the pH≈8. The mixture was extracted three times with ethyl acetate and dried over magnesium sulfate. The solvent was distilled off under reduced pressure. The yellow oil was used crude (744 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058287B2
Source datasetuspto-grants-2011_11
ORD IDord-90c1cb76759f48d297bb9cab94a9998d
Source noteuspto-grants-2011_11