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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272838Generated: October 31, 2026

Potassium Carbonate → {3-[4-(4-Dimethylaminomethyltetrahydropyran-4-yl)phenoxy]-propyl}isopropylmethylamine

https://huagongshe.com/reaction/272838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Chloropropyl)(methyl)(propan-2-yl)amineHCID 23091614—
Reactant4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenolHCID 23091621—
SolventDimethylformamideHCID 6228—
Product{3-[4-(4-Dimethylaminomethyltetrahydropyran-4-yl)phenoxy]-propyl}isopropylmethylamineHCID 5983736743%

Reaction Steps

4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenol (500 mg, 2.13 mmol), (3-chloro-propyl)-isopropyl-methyl-amine (318 mg, 2,13 mmol), DMF (10 ml) and K2CO3 (1.18 g, 8.52 mmol) were reacted together according to general procedure B. Purification by chromatography on silica, eluant DCM:MeOH:NH3 (96:3:1) provided the title compound (200 mg, 43%) as a white solid. 1H NMR (400 MHz, CDCl3) δ7.20 (d, 2H), 6.87 (d, 2H), 4.00 (t, 2H), 3.75 (dt, 2H), 3.55 (td, 2H), 2.83 (sep, 1H), 2.55 (t, 2H), 2.40 (s, 2H), 2.22 (s, 3H), 2.14-2.05 (m, 2H), 1.96 (s, 6H), 2.00-1.82 (m, 4H), 1.00 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456164B2
Source datasetuspto-grants-2008_11
ORD IDord-d5a0872bdfba41c78b9279763797969b
Source noteuspto-grants-2008_11