HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 11682096, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | HCID 66743543 | HCID 66743543 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11682096 | HCID 11682096 | 3.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071624B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-c3a4a9a683c348c1bd356924d726fb50 |
| Source note | uspto-grants-2011_12 |