HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 54197798, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Piperidine, 1-(2-chloroethyl)-, hydrochloride | HCID 74826 | — |
| Reactant | HCID 12992436 | HCID 12992436 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54197798 | HCID 54197798 | 47% |
Reaction Steps
A solution of 1-(4-hydroxybenzyl)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroisoquinoline (0.30 g, 0.87 mmol), 2-chloroethylpiperidine hydrochloride (0.32 g, 1.74 mmol) and potassium carbonate (0.24 g, 1.74 mmol) in dimethyl formamide (15 mL) was heated to 80° C. After 6 hours, the mixture was cooled to RT, poured into water (30 mL), and neutralized using a saturated solution of ammonium chloride. The product was extracted with ethyl acetate (2×75 mL), dried over MgSO4, filtered and concentrated. The residue was then chromatographed (SiO2, 10:1 ethyl acetate/ethanol) to provide the title compound (0.20 g, 47% yield): ES-MS (m/z) 457 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279489B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-67562641079146ee82bb086437202bc0 |
| Source note | uspto-grants-2007_10 |