HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 18621463, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Benzylpiperidine | HCID 31738 | — |
| Reactant | 1-Bromo-2-butyne | HCID 2756862 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18621463 | HCID 18621463 | 50% |
Reaction Steps
A mixture of 1-bromobut-2-yne (1.19 g, 9.00 mmol), 4-benzylpiperidine (1.58 g, 9.00 mmol) and K2CO3 (2.5 g, 18 mmol) in 25 mL of CH3CN was refluxed for 12 hr. The mixture was filtered and was washed with EtOAc (3×30 mL). The filtrate was evaporated in vacuo and was purified by flash chromatography to give the product as a colorless oil (0.9 g, 50%): 1H NMR (CDCl3) d 1.31 (m, 2 H), 1.60 (m, 1 H), 1.63 (m, 2 H), 1.81 (s, 3 H), 2.04 (m, 2 H), 2.52 (d, J=9.9 Hz, 2 H), 2.88 (m, 2 H), 3.16 (s, 2 H), 7.15-7.27 (m, 5 H); HRMS calcd for C16H21N 227.1670, found 227.1670.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06534522B2 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-da8e5729d73841829d6057b0b4271ac0 |
| Source note | uspto-grants-2003_03 |