HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trifluoroacetic acid → 4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | Triethylsilane | HCID 12052 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 69129869 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Dichloromethane methanol | HCID 21226129 | — |
| Produkt | 4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazine | HCID 20760004 | 92,92% |
Reaktionsschritte
275.6 mg (0.70 mmol) 4-(3′-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester (88) were dissolved in 8 ml dry CH2Cl2 and treated with 8 ml TFA, 0.42 ml H2O and 0.42 ml Et3SiH. The resulting mixture was then stirred at r.t. for 3.5 h before it was poured slowly into sat. aq. NaHCO3-solution. After adding 10% NaOH-solution to the mixture until it became alkaline the solution was extracted with CH2Cl2. The comb. org. fractions were dried over Na2SO4 and evaporated. Column chromatography (CH2Cl2/MeOH (4+1)) yielded 191.1 mg (0.65 mmol, 92.92%) 4-(3′-Benzylphenyl)-3-(S)-isopropyl-piperazine (88a) as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07312246B2 |
| Quelldatensatz | uspto-grants-2007_12 |
| ORD ID | ord-34db8869b1fd4fc081a3444261efa8e8 |
| Quellennotiz | uspto-grants-2007_12 |