HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 4-(4-Benzyl-piperazin-1-YL)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Methyl 4-bromobenzoate | HCID 12081 | — |
| Reactant | 1-Benzylpiperazine | HCID 75994 | — |
| Reactant | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(4-Benzyl-piperazin-1-YL)-benzoic acid methyl ester | HCID 53406803 | — |
Reaction Steps
Tris-(dibenzylidene-acetone)-dipalladium (0.03 mmol), (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine (0.9 mmol) and NaOtBu (6.5 mmol) are suspended in toluene (20 ml) in an oxygen-free atmosphere (N2). 4-Bromo-benzoic acid methyl ester (4.65 mmol) and 1-(benzyl)-piperazine (5.6 mmol) are added and the stirred mixture is heated under reflux for 4 hours. After cooling, a mixture of ethylacetate and diethylether is added and the mixture is filtered. Then the solvent is evaporated and the residue is suspended in diethylether and the solid filtered of and dried (vacuum). A pale powder with mp. 105-107° C., Rf=0.67 (CH2Cl2/MeOH=95:5) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642239B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-8666121ee238419cbc06720dd0372e67 |
| Source note | uspto-grants-2003_11 |