Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68555825 | HCID 68555825 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68556132 | HCID 68556132 | 91.7% |
Reaction Steps
780 mg of (6-Oxo-bicyclo[3.3.1]non-2-yl)-carbamic acid benzyl ester (100) were dissolved in 14 mL of THF under argon, cooled to 0° C. and 113 mg of sodium borohydride were added. The mixture was stirred for 2 h at 0° C., water was added and the pH of solution was adjusted to 2 by addition of 2M HCl. The aqueous layer was extracted with ethyl acetate three times. The combined organic layer was dried over sodium sulfate and evaporated to dryness to give 0.72 g of the desired product. Rt=1.23 min (Method C). Detected mass: 290.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08710077B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-f10dac6bbf384b128ec286d3d1ad8e45 |
|---|
| Source note | uspto-grants-2014_04 |
|---|