HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 23156136, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 23156137 | HCID 23156137 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 23156136 | HCID 23156136 | 52.6% |
Reaction Steps
A solution of Compound 157 (0.350 g, 0.97 mmol) in 1,2-dichloroethane was added with acetone (0.106 mL, 1.46 mmol) followed by stirring for 20 minutes. The mixture was added with sodium triacetoxyborohydride (0.616 g, 2.91 mmol) followed by stirring at room temperature overnight. The reaction mixture was added with a 2 mol/L aqueous sodium hydroxide solution and extracted with dichloromethane three times. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:2 mol/L ammonia-methanol solution=19:1). The obtained crystals were recrystallized from ethanol-diisopropyl ether to obtain Compound 161 (0.205 g, 0.51 mmol, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507484B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-63aa4c57ef5b47be8b9a522f41c2b653 |
| Source note | uspto-grants-2013_08 |