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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809109Generated: October 31, 2026

Lithium Chloride → cis-[4-(Octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-acetonitrile

https://huagongshe.com/reaction/1809109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
Reactantcis-Cyano-[4-(octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-acetic acid ethyl esterHCID 86646715—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
Productcis-[4-(Octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-acetonitrileHCID 8664671618.8%

Reaction Conditions

Temperature160 °C

Reaction Steps

cis-Cyano-[4-(octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-acetic acid ethyl ester (0.168 g, 0.46 mmol) and lithium chloride (0.5 mmol) were dissolved in DMSO (5 mL) and heated to 160° C. by microwave irradiation for one minute. The solution was diluted with DCM (10 mL) and washed with water. The resulting organic solution was dried and the solvent evaporated to give an oil which was purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound as a colourless oil (0.025 g). LCMS m/z 289.25 [M+H]+ RT=10.02 min (Analytical Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362008B2
Source datasetuspto-grants-2013_01
ORD IDord-24a3398ea6a74b27a0e159e900b36397
Source noteuspto-grants-2013_01