HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1987757Generated: October 27, 2026
Sodium Bicarbonate → 4-(+/-)-(5-Nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-ylmethyl)-1-(4-imidazol-1-ylphenyl)piperazine
https://huagongshe.com/reaction/1987757
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(4-(1H-imidazol-1-yl)phenyl)piperazine | HCID 23118290 | — |
| Reactant | 2,4,6,7-Tetramethyl-5-nitrodihydrobenzofuran-2-aldehyde | HCID 86607354 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(+/-)-(5-Nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-ylmethyl)-1-(4-imidazol-1-ylphenyl)piperazine | HCID 86608804 | 100.7% |
Reaction Steps
0.7 g of 1-(4-imidazol-1-ylphenyl)-piperazine and 0.7 g of 2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran-2-aldehyde were dissolved in 20 ml of methylene chloride and 1 ml of acetic acid as a catalyst was added, followed by stirring at room temperature for 30 minutes. To the resulting reaction solution, 1.2 g of sodium triacetoxyborohydride was added, followed by stirring at room temperature for 30 minutes. After the completion of the reaction, the reaction solution was poured into water, neutralized with an aqueous saturated sodium hydrogen carbonate solution and then extracted with chloroform. The organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. After removing magnesium sulfate by filtration and concentrating under reduced pressure, 1.3 g of the objective product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07553837B2 |
|---|
| Source dataset | uspto-grants-2009_06 |
|---|
| ORD ID | ord-01284d3bf21943e8ab4e9fc58f50db17 |
|---|
| Source note | uspto-grants-2009_06 |
|---|