HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 69436029, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Methyl-4-piperidone | HCID 74049 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 23156153 | HCID 23156153 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 69436029 | HCID 69436029 | 60.7% |
Reaction Steps
A solution of Compound 140 (0.100 g, 0.28 mmol) in dichloroethane was added with acetic acid (0.48 mL, 0.84 mmol) and 1-methyl-4-piperidone (0.84 mL, 0.68 mmol). After 20 minutes, the mixture was added with sodium triacetoxyborohydride (0.0827 g, 0.39 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 chloroform three times. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from diisopropyl ether-ethanol to obtain Compound 141 (0.0767 g, 0.17 mmol, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507484B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-550b0225173c43c68a8060504d56b384 |
| Source note | uspto-grants-2013_08 |