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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509863Generated: October 30, 2026

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

https://huagongshe.com/reaction/1509863

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 numberUS08211895B2
Source datasetuspto-grants-2012_07
ORD IDord-63f4a85769d14cfda1a9b7a5cbade9fc
Source noteuspto-grants-2012_07