Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591701Generated: October 30, 2026

Oxalyl chloride → Bicyclo[2.2.2]oct-2-ene-2-carbonyl chloride

https://huagongshe.com/reaction/1591701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantBicyclo[2.2.2]oct-2-ene-2-carboxylic acidHCID 22014830—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductBicyclo[2.2.2]oct-2-ene-2-carbonyl chlorideHCID 22014823100.9%

Reaction Steps

Oxalyl chloride (2.0 M in CH2Cl2, 2.4 mL, 4.8 mmol, 1.2 eq) was added to a solution of compound 11B (600 mg, 3.95 mmol, 1 eq) in CH2Cl2 (8 mL) containing one drop of DMF. The reaction mixture was stirred at rt for 3 h and then concentrated under reduced pressure to give 680 mg of compound 11C which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291637B2
Source datasetuspto-grants-2007_11
ORD IDord-36142cea8d0543f38eb6b8c6d16e9992
Source noteuspto-grants-2007_11