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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890805Generated: November 1, 2026

Hydrochloric Acid → 2-{2-[4-(4-Aminobutyl)phenoxy]ethylamino}acetamide dihydrochloride salt

https://huagongshe.com/reaction/1890805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(4-{4-[2-(Carbamoylmethylamino)ethoxy]phenyl}butyl)carbamic acid tert-butyl esterHCID 58809802—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
Product2-{2-[4-(4-Aminobutyl)phenoxy]ethylamino}acetamide dihydrochloride saltHCID 66839975—

Reaction Steps

Compound 3 (0.25 g, 0.68 mmol) was dissolved in THF (3 mL), treated with 4 N HCl in dioxane (10 mL) and the reaction was stirred at room temperature for 2 hours. After this time, TLC analysis indicated a complete reaction. The reaction mixture was concentrated under vacuum, and methanol (2 mL) was added to the resulting residue. The resulting precipitate was collected by vacuum filtration and further dried in a vacuum oven to provide 4 (0.154 g, 67% overall yield for two steps) as a light brown solid. 1H NMR (300 MHz, CD3OD) δ 1.70 (m, 4H), 2.65 (m, 2H), 2.95 (m, 2H), 3.27 (m, 2H), 3.52 (t, 2H), 3.90 (s, 2H), 4.30 (t, 2H), 6.92 (d, 2H), 7.18 (d, 2H). m/z (ESI) 266.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507497B2
Source datasetuspto-grants-2013_08
ORD IDord-28325131449f465aad1d39c9773a0c33
Source noteuspto-grants-2013_08