HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66942072, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzyl piperazine-1-carboxylate | HCID 643495 | — |
| Reactant | tert-Butyl 3-oxo-8-azabicyclo(3.2.1)octane-8-carboxylate | HCID 2794767 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66942072 | HCID 66942072 | — |
Reaction Steps
A mixture of 5.00 g (22.2 mmol) tert-butyl 3-oxo-8-aza-bicyclo[3.2.1]octan-8-carboxylate and benzyl piperazine-1-carboxylate in 60 mL THF was adjusted with AcOH to a pH of 5 and stirred for 1 h at RT. The mixture was combined batchwise with 5.64 g (26.6 mmol) sodium triacetoxyborohydride while cooling with ice and the reaction mixture was stirred overnight at RT. It was combined with 150 mL 15% K2CO3 solution, the organic phase was separated off, the aqueous phase was exhaustively extracted with EtOAc and the combined organic phases were dried over Na2SO4. After elimination of the desiccant and solvent the residue was purified by chromatography (silica gel, EtOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579341B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-bdf7857f58974594b5c8b9ae1693b323 |
| Source note | uspto-grants-2009_08 |