HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 15941902, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23150320 | HCID 23150320 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Piperidine | HCID 8082 | — |
| Product | HCID 15941902 | HCID 15941902 | 97.2% |
Reaction Steps
A suspension of potassium carbonate (760 mg) in a solution of 1-{3-[4-(4-tosyloxybut-1-yn-1-yl)phenoxy]propyl}piperidine (487 mg) in a mixture of piperidine (1.09 mL) and acetonitrile (8 mL) is heated at a temperature close to 60° C. for 24 h. The suspension is filtrated. The filtrate concentrated under reduced pressure and purified by chromatography over silica gel using a gradient dichloromethane/methanol from 100/0 to 95/5. Fraction containing the expected product are pooled, concentrated under reduced pressure and salted with oxalic acid to give 190 mg of 1-{3-[4-(4-piperidinobut-1-yn-1-yl)phenoxy]propyl}piperidine as an off white solid melting at 167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076329B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-45849274a15a4e978a1891e6be5a03f2 |
| Source note | uspto-grants-2011_12 |