HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 58477386, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 58474435 | HCID 58474435 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 58477386 | HCID 58477386 | 100% |
Reaction Steps
To a solution of 146 (810 mg, 2.033 mmol) in DCM (40 mL) was added HOAc (0.233 mL, 4.07 mmol) and 2-(methylamino)ethanol (305 mg, 4.07 mmol), and the reaction mixture was stirred at RT for an hour. Sodium triacetoxyborohydride (1.293 g, 6.10 mmol) was added and the mixture was stirred at RT overnight. The mixture was then diluted with saturated NaHCO3 solution then solid NaHCO3 was added to neutralize the acid. The DCM layer was collected, dried over anhydrous Na2SO4, filtered and concentrated to afford title compound 147 (930 mg, 100% yield) that was used directly in the next step with no additional purification. MS (m/z)=458.50 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455484B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-e1ece839763c45e2bec51334bd9ee189 |
| Source note | uspto-grants-2013_06 |