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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623665Generated: October 31, 2026

Piperidine → Benzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoate

https://huagongshe.com/reaction/1623665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantBenzyl 2-(benzyloxy)-5-bromobenzoateHCID 17750009—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductBenzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoateHCID 66990101—

Reaction Steps

Caesium carbonate (689 mg, 2.11 mmol) was finely ground in a nitrogen-filled glovebox and weighed into an oven-dried Schlenk flask. The flask was quickly capped with a rubber septum and purged with argon. Pd2(dba)3 (3.46 mg, 3.78 μmol) and BINAP (7.05 mg, 0.01 mmol) were added into the flask, followed by benzyl 2-(benzyloxy)-5-bromobenzoate (may be prepared as described in Description 4; 600 mg, 1.51 mmol), piperidine (129 mg, 1.510 mmol), and toluene (10 ml). The solution was refluxed for 10 h. The solution was then cooled to room temperature, diluted with ether, filtered, and concentrated in vacuo to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-ed8b03a1c299454fbb1e181f4c9ebc74
Source noteuspto-grants-2014_07