HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 1-(2-Bromophenyl)-4-cyclopropylmethylpiperazine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Edukt | 1-(2-Bromophenyl)piperazine | HCID 2757153 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-(2-Bromophenyl)-4-cyclopropylmethylpiperazine | HCID 23142839 | 103,1% |
Reaktionsschritte
To a solution of 1-(2-bromophenyl)piperazine (3.0 g, 12.4 mmol) in tetrahydrofuran (30 mL) were added acetic acid (0.71 mL, 12.4 mmol), cyclopropanecarbaldehyde (1.39 mL, 18.66 mmol) and sodium triacetoxyborohydride (4.22 g, 19.9 mmol), followed by stirring for 88 hours at room temperature. Aqueous solution of potassium carbonate was added to the reaction mixture, extraction was performed with ethyl acetate, and the organic layer was concentrated. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane) to give 3.773 g of the title compound as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07425554B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-c185f7e84db146ab9a55b333dfe511a7 |
| Quellennotiz | uspto-grants-2008_09 |