HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| 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 | 100.4% |
Reaction Steps
A solution of 3-chloroperoxybenzoic acid (2.96 g, 12.0 mmol) in DCM (20 mL) was added to a solution of N-boc-1,2,3,6-tetrahydropyridine (2.0 g, 10.9 mmol) in DCM (10 mL) at 0° C. The mixture was stirred at room temperature overnight and then a 10% solution of Na2S2O3 was added and the mixture basified with a saturated solution of Na2CO3. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo to yield 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid 1,1-dimethylethyl ester (2.18 g, 100% yield) that was used in the next step without further purification. C10H17NO3 GCMS (EI): Rt 8.96, MW (theor) 199; m/z [M]+ 199 (using method, GC-MS Method 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090632B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-d6038721fdd3474ba976e8f9e9457ec5 |
| Source note | uspto-grants-2015_07 |