HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Benzyl 5,6-dihydropyridine-1(2H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2,3,6-Tetrahydropyridine | HCID 12750 | — |
| Reactant | Benzyl succinimido carbonate | HCID 83172 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Benzyl 5,6-dihydropyridine-1(2H)-carboxylate | HCID 11458613 | — |
Reaction Steps
1,2,3,6-Tetrahydropyridine (4.90 g, 58.9 mmol), DCM (40 mL), N-(benzyloxycarbonyloxy)succinimide (15.2 g, 61.0 mmol) and triethylamine (10.0 mL, 71.7 mmol) were mixed together and stirred at room temperature for 16 h. The reaction mixture was diluted with EtOAc and water. The organic layer was dried, filtered and concentrated under reduced pressure. The resulting residue was purified by chromatography on silica gel eluting with EtOAc in hexanes (0 to 40%) to give the sub-title compound as clear oil. LCMS calc. for C13H16NO2 (M+H)+: m/z=218.1. Found: 218.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09200004B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-54cd103cff854bbf9481d254f2acbc30 |
| Source note | uspto-grants-2015_12 |