Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404660Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 86688919, compound

https://huagongshe.com/reaction/404660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Quinuclidinol, (-)-HCID 91404—
ReactantHCID 20992498HCID 20992498—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86688919HCID 8668891915.7%

Reaction Steps

A mixture of 2-(azepan-1-yl)-2-phenylacetic acid (476 mg, 2.04 mmol), (R)-quinuclidin-3-ol (311 mg, 2.45 mmol), HOBT (375 mg, 2.45 mmol) and DCC (505 mg, 2.45 mmol) in THF (20 ml) was stirred at room temperature over a week-end. THF was evaporated, the crude was taken up with EtOAc and washed twice with 2M K2CO3 and then with brine. The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude was purified by flash-chromatography (DCM/MeOH=95/5) to get (R)-quinuclidin-3-yl 2-(azepan-1-yl)-2-phenylacetate (110 mg, 15.7% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-81284398dea64387b9cb08aec32330c2
Source noteuspto-grants-2014_06