Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920555Generated: October 30, 2026

Phenyl Bromoacetate → (R)-3-(2-Fluoro-2,2-diphenyl-acetoxy)-1-phenoxycarbonylmethyl-1-azonia-bicyclo[2.2.2]-octane bromide

https://huagongshe.com/reaction/1920555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl BromoacetateHCID 564919—
ReactantFluoro-diphenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)esterHCID 86611362—
SolventDimethyl SulfoxideHCID 679—
Product(R)-3-(2-Fluoro-2,2-diphenyl-acetoxy)-1-phenoxycarbonylmethyl-1-azonia-bicyclo[2.2.2]-octane bromideHCID 86611363—

Reaction Steps

To a solution of fluoro-diphenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester [Example 109(i)] (0.034 g, 0.1 mmol) in DMSO (0.25 ml) is added bromo-acetic acid phenyl ester (0.071 ml, 0.5 mmol). The reaction mixture is left standing at room temperature overnight. Purification is carried out by chromatography on C18 silica, eluting with water:acetonitrile to yield the titled compound as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168654B2
Source datasetuspto-grants-2012_05
ORD IDord-6502ea9e3feb4bb3af575fb462eb2dfb
Source noteuspto-grants-2012_05