HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 60135625, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Hydroxy-2-Butanone | HCID 111509 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane | HCID 59337591 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 60135625 | HCID 60135625 | 98.7% |
Reaction Steps
To a suspension of (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane (Preparation 18, 100 mg) in tetrahydrofuran (1.1 mL), 4-hydroxy-2-butanone (0.66 mmol), acetic acid (0.66 mmol) and NaBH(OAc)3 (0.88 mmol) were added. The mixture was stirred at room temperature for 2 h. After addition of NaOH (1M), the solvent was eliminated under vacuo, the residue was dissolved in ethyl acetate and the organic layer was washed with H2O and dried over Na2SO4. This solution was concentrated in vacuo to give 130 mg of the title compound which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855298B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-06ba4f086a0a497eba023ae1c178c8c9 |
| Source note | uspto-grants-2010_12 |