Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105698Generated: October 30, 2026

Dimethylformamide → 3-(4-Chlorocarbonylbicyclo[2.2.2]oct-1-yl)propionic acid methyl ester

https://huagongshe.com/reaction/2105698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant4-(2-Methoxycarbonylethyl)bicyclo[2.2.2]octane-1-carboxylic acidHCID 16656424—
SolventDichloromethaneHCID 6344—
Product3-(4-Chlorocarbonylbicyclo[2.2.2]oct-1-yl)propionic acid methyl esterHCID 86608972—

Reaction Steps

Oxalyl chloride (794 mg, 6.25° mmol) in methylene chloride (5 ml) plus a drop of DMF is slowly added to a mixture of 4-(2-Methoxycarbonylethyl)-bicyclo[2.2.2]octane 1-carboxylic acid (XXI, Example 96, 1.2 g, 5 mmol) in methylene chloride (20 ml). The reaction mixture is stirred for 2 hr and concentrated to give the title compound, NMR (400 MHz, CDCl3) δ3.66, 2.29, 1.95, 1.54 and 1.46.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579354B2
Source datasetuspto-grants-2009_08
ORD IDord-7283f0794aaa4cd99a7e92983ee4c03d
Source noteuspto-grants-2009_08