HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | tert-Butyl 3,6-dihydropyridine-1(2H)-carboxylate | HCID 13094787 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate | HCID 21991116 | — |
Reaction Steps
To a stirred solution of 3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (19.1 mmol, 3.5 g), in DCM (50 mL) cooled at 0° C., was added m-CPBA (32.2 mmol, 5.95 g (70%)) portion wise. The reaction was stirred at room temperature for 4 h. The reaction was diluted with DCM (50 mL) and washed with sat. Na2S2O3, sat. NaHCO3, water and brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified on a SiO2 cartridge (5% EtOAc in hexane -25% EtOAc in hexane) to provide 7-oxa-3-aza-bicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741900B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-852569ca9aeb41f49654bb04943ed4b2 |
| Source note | uspto-grants-2014_06 |