HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → tert-Butyl 4-((4-bromofuran-2-yl)methyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 4-Bromo-2-furaldehyde | HCID 2757010 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 4-((4-bromofuran-2-yl)methyl)piperazine-1-carboxylate | HCID 86699373 | 91.5% |
Reaction Steps
To a solution of 4-bromofuran-2-carbaldehyde (500 mg, 2.85 mmol) and CH2Cl2 (10 mL) was added tert-butyl piperazine-1-carboxylate (1.06 g, 5.74 mmol) and sodium triacetoxyborohydride (1.2 g, 5.74 mmol). The mixture was stirred at room temperature overnight. The resultant mixture was diluted with EtOAc (100 mL), washed with brine then dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to afford the sub-title compound (900 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324264B1 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9bea93ff56444fe3a645c33854574258 |
| Source note | uspto-grants-2012_12 |