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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1065642Generated: October 31, 2026

Diisopropylethylamine → 3,4-Dimethyl-7-[3-(4-oximino-piperidino)-propoxy]-coumarin

https://huagongshe.com/reaction/1065642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant7-(3-Bromopropoxy)-3,4-dimethylcoumarinHCID 14715356—
ReactantN-(piperidin-4-ylidene)hydroxylamine hydrochlorideHCID 19106851—
Solvent1,4-DioxaneHCID 31275—
Product3,4-Dimethyl-7-[3-(4-oximino-piperidino)-propoxy]-coumarinHCID 20473354—

Reaction Steps

By the reaction of 7-(3-bromopropoxy)-3,4-dimethylcoumarin with 4-oximino-piperidine hydrochloride in dioxane solution in the presence of a Hunig base, there is obtained 3,4-dimethyl-7-[3-(4-oximino-piperidino)-propoxy]-coumarin (m.p. 198°-200° C.), from which, by catalytic hydrogenation over Raney nickel in ammoniacal methanol, there is obtained 7-[3-(4-amino-piperidino)-propoxy]-3,4-dimethyl-coumarin; m.p. 92°-94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04330549
Source datasetuspto-grants-1982_05
ORD IDord-64db9d85019345f9bf250fbf9b4ba1a2
Source noteuspto-grants-1982_05