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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773315Generated: November 2, 2026

Hexane → 1-(1,1-Dimethylethyl) 3-ethyl 4-oxo-1,3-piperidinedicarboxylate

https://huagongshe.com/reaction/1773315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantTriethylamineHCID 8471—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant4-Oxo-piperidine-3-carboxylic acid ethyl esterHCID 107316—
SolventDichloromethaneHCID 6344—
Product1-(1,1-Dimethylethyl) 3-ethyl 4-oxo-1,3-piperidinedicarboxylateHCID 642087695.4%

Reaction Steps

To a solution of ethyl 4-oxopiperidine-3-carboxylate (180.0 g, 0.87 mol, 1.0 eq.) in DCM (2.7 L) was added Et3N (352.14 g, 3.48 mol, 4.0 eq.) dropwise at 15° C. and stirred for 30 min followed by addition of (BOC)2O (210.0 g, 0.96 mol, 1.10 eq.) maintaining the temperature below 10° C. The resulted mixture was stirred at rt overnight, and concentrated to give a crude product that was stirred with hexane (3.5 L) for 1 h and filtered. The filtered cake was washed with hexanes. The combined organic phase was concentrated to furnish the title compound (226.0 g, 0.83 mol, 95.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255096B1
Source datasetuspto-grants-2016_02
ORD IDord-7ca7a6158f554644964c681c9531b5f6
Source noteuspto-grants-2016_02