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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242574Generated: October 28, 2026

Methanol → HCID 66758487, compound

https://huagongshe.com/reaction/242574

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 numberUS08653096B2
Source datasetuspto-grants-2014_02
ORD IDord-0191136063aa4e548b5be0776d39cddf
Source noteuspto-grants-2014_02