HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chlorobenzoic Acid → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chlorobenzoic Acid | HCID 447 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 66969636 | HCID 66969636 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate | HCID 21991116 | 91.3% |
Reaction Steps
2.1 g (11.5 mmol) of t-butyl 3,6-dihydroxypyridin-1(2H)-carboxylate (product of step 1) and 3.1 g (12.6 mmol) of m-chloro benzoic acid was dissolved in 30 mL of methylene chloride, and after stirring for 5 hour, 100 mL of ethylacetate was added thereto. After washing with water, an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography to give 2.1 g (10.5 mmol) of the title compound in a yield of 87%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879848B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-1d219916e0f0452e95527e9039895246 |
| Source note | uspto-grants-2011_02 |