HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {3-[4-(4-Dimethylaminomethyltetrahydropyran-4-yl)phenoxy]-propyl}diethyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloropropyl(diethyl)amine | HCID 66918 | — |
| Reactant | 4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenol | HCID 23091621 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {3-[4-(4-Dimethylaminomethyltetrahydropyran-4-yl)phenoxy]-propyl}diethyl-amine | HCID 59837528 | 22% |
Reaction Steps
4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenol (500 mg, 2.13 mmol), (3-chloro-propyl)-diethyl-amine (319 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 (36% EtOH: 1% NH3 in DCM) gave the title compound as a pale yellow clear oil (160 mg, 22%). 1H NMR (400 MHz, CDCl3) δ7.20 (d, 2H), 6.86 (d, 2H), 4.00 (t, 2H), 3.75 (dt, 2H), 3.55 (td, 2H), 2.61 (t, 2H), 2.54 (q, 4H), 2.40 (s, 2H), 2.15-1.82 (m, 6H), 1.97 (s, 6H), 1.02 (t, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456164B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-18d849241ac943bda0f5cf48b5b5646f |
| Source note | uspto-grants-2008_11 |