HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 4-(4-Phenethylpiperazin-1-yl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(4-Methoxyphenyl)-4-phenethylpiperazine | HCID 15527076 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Boron tribromide | HCID 25134 | — |
| Product | 4-(4-Phenethylpiperazin-1-yl)phenol | HCID 23111445 | 17.8% |
Reaction Steps
To a solution of 1-(4-methoxyphenyl)-4-phenethylpiperazine (165 mg) in 1,2-dichloroethane (1.5 mL), boron tribromide (132 μL) was added under cooling with ice. The temperature was raised to the ambient level, followed by 3 hours' stirring. The reaction mixture was poured in saturated saline solution, rendered weakly alkaline with saturated aqueous sodium hydrogencarbonate solution, and the product was extracted with ethyl acetate. The organic layer was washed with saturated saline solution and dried over anhydrous magnesium sulfate. Distilling the solvent off, the crude product recovered was purified on TLC (developer, chloroform: methanol=15:1) to provide 4-(4-phenethylpiperazin-1-yl)phenol (28 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449466B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-fd0340410c88452b8dd4913aae4ba310 |
| Source note | uspto-grants-2008_11 |