Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | HCID 21182481 | HCID 21182481 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | HCID 9833173 | HCID 9833173 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70055547 | HCID 70055547 | 91.4% |
Reaction Steps
A mixture of piperazin-1-carboxylic acid tert-butyl ester (0.64 g), 4-bromo-4′-(5-methoxypentyloxy)biphenyl (1 g), tris(dibenzylideneacetone) (chloroform) dipalladium(0) (59 mg), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.12 g) and sodium tert-butoxide (0.55 g) in toluene (10 ml) was stirred for 54 hours at 90° C. The reaction mixture was added to a mixture of water and ethyl acetate. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give 4-[4′-(5-methoxypentyloxy)biphenyl-4-yl]piperazin-1-carboxylic acid tert-butyl ester (1.19 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06232290B1 |
|---|
| Source dataset | uspto-grants-2001_05 |
|---|
| ORD ID | ord-1372a3d535874e05aab8de4f091d370f |
|---|
| Source note | uspto-grants-2001_05 |
|---|
