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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656323Generated: October 29, 2026

Toluene → HCID 11682096, compound

https://huagongshe.com/reaction/656323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantCyclohexylamineHCID 7965—
ReactantTrimethylaluminumHCID 16682925—
ReactantHCID 66743543HCID 66743543—
SolventDichloromethaneHCID 6344—
ProductHCID 11682096HCID 116820963.2%

Reaction Steps

At r.t., to a solution of cyclohexanamine (19.1 mg, 0.19 mmol) in methylene chloride (0.1 mL) was added 2.0 M of trimethylaluminum in toluene (96 ul, 0.19 mmol). After stirring for 30 min, to the solution was added a solution of ethyl 3-methyl-1-(phenylsulfonyl)piperidine-3-carboxylate (35 mg, 0.11 mmol) in methylene chloride (0.1 mL). The mixture was stirred at r.t for 10 min, then, at 40° C. overnight. After cooling to r.t., the mixture was purified with combi-flash. The product was further purified with prep. HPLC. 1.3 mg final product was obtained. Yield: 3.2%. LCMS: m/z 365.1 (M+H)+; 751.3 (2M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071624B2
Source datasetuspto-grants-2011_12
ORD IDord-c3a4a9a683c348c1bd356924d726fb50
Source noteuspto-grants-2011_12