HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperazine → 1-[2-Fluoro-3-(methylthio)phenyl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | (+-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate | HCID 99589 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 3-Bromo-2-fluorothioanisole | HCID 57448064 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-[2-Fluoro-3-(methylthio)phenyl]piperazine | HCID 57448073 | — |
Reaction Steps
Preparation according to preparation 22: 1-bromo-2-fluoro-3-(methylthio)benzene (2.15 g, 9.7 mmol), toluene (50 ml), piperazine (4.19 g, 48.5 mmol), potassium tert-butoxide (1.31 g, 13.6 mmol), bis(dibenzylideneacetone)palladium(0) (0.27 g, 0.064 mmol) and (+/−)-1,1′-binaphthyl-2,2′-diyl hydrogen phosphate (0.18 g, 0.064 mmol). Yield: 1.25 g. MS m/z (rel. intensity, 70 eV) 226 (M+, 20), 191 (12), 185 (10), 184 (bp), 168 (15).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314126B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c58db981c0bd4b369c6071f1da645b35 |
| Source note | uspto-grants-2012_11 |