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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499465Generated: November 3, 2026

Dichloromethane → Benzyl 5,6-dihydropyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/1499465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactant1,2,3,6-TetrahydropyridineHCID 12750—
ReactantBenzyl succinimido carbonateHCID 83172—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductBenzyl 5,6-dihydropyridine-1(2H)-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200004B2
Source datasetuspto-grants-2015_12
ORD IDord-54cd103cff854bbf9481d254f2acbc30
Source noteuspto-grants-2015_12