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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790419Generated: November 4, 2026

Sulfuric Acid → HCID 22038029, compound

https://huagongshe.com/reaction/1790419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 22037916HCID 22037916—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductHCID 22038029HCID 2203802964.5%

Reaction Steps

1-{1-[2-(2-Cyanopyridin-5-yl)ethyl]piperidin-4-yl}indoline (0.103 g) was dissolved in toluene (1.5 ml). In a nitrogen atmosphere at −78° C., a 1.5 M solution (0.44 ml) of diisobutylaluminum hydride in toluene was added thereto and the resultant mixture was stirred under the same conditions for 1 hr. Then the reaction solution was poured into a 5% aqueous solution of sulfuric acid and basified with an aqueous solution of sodium hydroxide. Next, diethyl ether was added and the layers were separated. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (0.066 g) as a yellow oil (yield: 64.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071201B2
Source datasetuspto-grants-2006_07
ORD IDord-bb11cc6880ba4d5fa5d7545a818fa5e0
Source noteuspto-grants-2006_07