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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050214Generated: November 2, 2026

1,4-Dibromobutane → N-[4-(1-Adamantyloxy)-3,5-dimethylphenyl]pyrrolidine

https://huagongshe.com/reaction/2050214

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobutaneHCID 8056—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 20342224HCID 20342224—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN-[4-(1-Adamantyloxy)-3,5-dimethylphenyl]pyrrolidineHCID 12510314—

Reaction Steps

The amine obtained by washing a CH2Cl2 solution of 2.1 g. (6.82 mmole) of 4-(1-adamantyloxy)-3,5-dimethylaniline hydrochloride with three 25 ml. portions of 10% aq. NaOH followed by a water wash, drying (anhydrous MgSO4) and concentration, was combined with 1.47 g. (6.82 mmole) of 1,4-dibromobutane and 2.07 g. (15.0 mmole) of K2CO3 in 20 ml. of absolute ethanol and refluxed for approximately 18 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04200588
Source datasetuspto-grants-1980_04
ORD IDord-d8fd53d5ec604444865f64a21ac3780b
Source noteuspto-grants-1980_04