HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → HCID 69317052, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | tert-Butyl (1-formylcyclopentyl)carbamate | HCID 16217741 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69317052 | HCID 69317052 | — |
Reaction Steps
To a solution of tert-butyl 1-formylcyclopentylcarbamate (1.87 g, 8.78 mmol) in anhydrous THF (9 mL) was added 2,4-dimethoxylbenzylamine (1.98 mL, 13.17 mmol). The reaction was stirred for 10 min, treated with sodium triacetoxyborohydride (2.98 g, 14.04 mmol), and stirred for an additional 2 h at room temperature under an atmosphere of nitrogen. Saturated aqueous NaHCO3 solution was added and the mixture stirred until gas evolution ceased. The mixture was diluted with EtOAc, and the separated aqueous layer was saturated with NaCl and extracted into EtOAc once more. The combined organics were dried over Na2SO4, filtered, and concentrated in vacuo to afford the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435735B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-b4dda52a205342519029fc0bb30dea31 |
| Source note | uspto-grants-2008_10 |