HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 69129869 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazine | HCID 20760004 | 92.92% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858600B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-61b97d2bf9bd41b29d59cda91f201638 |
| Source note | uspto-grants-2005_02 |