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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81391Generated: October 29, 2026

Hydrochloric Acid → Morpholin-4-yl-[4-(2-pyrrolidin-2-ylethyl)naphthalen-1-yl]methanone

https://huagongshe.com/reaction/81391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant{4-[2-(4,5-dihydro-3H-pyrrol-2-yl)ethyl]naphthalen-1-yl)morpholin-4-ylmethanoneHCID 58483951—
SolventMethanolHCID 887—
ProductMorpholin-4-yl-[4-(2-pyrrolidin-2-ylethyl)naphthalen-1-yl]methanoneHCID 58483889—

Reaction Steps

6.4 1 g of {4-[2-(4,5-dihydro-3H-pyrrol-2-yl)ethyl]naphthalen-1-yl)morpholin-4-ylmethanone is dissolved in 50 ml of methanol, and 0.26 g of sodium cyano borohydride is added. A pH of 2 inset at 0° C. using methanolic HCl. The mixture is subsequently allowed to left to stir at RT for a further 6 h and then subjected to aqueous work-up. A pH of 9 is set using aqueous NaOH, and the mixture is extracted with ethyl acetate. The dried and evaporated organic phase is purified by chromatography, giving 460 mg of morpholin-4-yl-[4-(2-pyrrolidin-2-ylethyl)naphthalen-1-yl]methanone; Rt.: 1.420 min; [M+H]+339.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846694B2
Source datasetuspto-grants-2014_09
ORD IDord-206c27b47eea4dabbc9ce22ef25b789d
Source noteuspto-grants-2014_09