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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073143Generated: November 1, 2026

1,1'-Carbonyldiimidazole → (+/-)-Decahydro-1-[(3,4-dichlorophenyl)-acetyl]-8-(1-pyrroldinyl)-quinoline

https://huagongshe.com/reaction/1073143

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3,4-Dichlorophenylacetic acidHCID 79874—
Reactant(+/-)-Decahydro-8-(-pyrrolidinyl)-quinolineHCID 13983380—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product(+/-)-Decahydro-1-[(3,4-dichlorophenyl)-acetyl]-8-(1-pyrroldinyl)-quinolineHCID 13983383113.6%

Reaction Steps

A solution of 873 mg of 3,4-dichlorophenyl-acetic acid and 690 mg of carbonyldiimidazole in tetrahydrofuran was stirred for 1 hour at 20° to 25° C. and then 645 mg of the product of Step C in solution in 3 ml of tetrahydrofuran was added. After stirring for 4 hours at ambient temperature, the tetrahydrofuran was eliminated under reduced pressure at less than 40° C. and the residue was taken up in 20 ml of ether. The solution was washed with a saturated solution of sodium bicarbonate, then with water saturated with sodium chloride and the ethereal phase was dried and distilled to dryness under reduced pressure to obtain 1.39 g of the crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04968700
Source datasetuspto-grants-1990_11
ORD IDord-dac54359f17f470681159311f49ef8d9
Source noteuspto-grants-1990_11