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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8076Generated: October 28, 2026

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

https://huagongshe.com/reaction/8076

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. D. Bicyclo[2.2.2]oct-2-ene-2-carboxylic acid (4-nitro-3-trifluoromethylphenyl)-amide (11D)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087636B2
Source datasetuspto-grants-2006_08
ORD IDord-1909c0ad6b5f4b5bb7d6bc3e0ee986fa
Source noteuspto-grants-2006_08