HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenepropanoyl chloride → HCID 22261855, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (1RS,2SR)-2-amino-1-(6-chloro-3-pyridyl)-3-(4-(trifluoromethyl)phenyl)-1-propanol | HCID 22261586 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22261855 | HCID 22261855 | 86% |
Reaction Steps
To a solution of (1RS,2SR)-2-amino-1-(6-chloro-3-pyridyl)-3-(4-(trifluoromethyl)phenyl)-1-propanol (250 mg, 0.76 mmol) in ethyl acetate (10 ml) were added 3-phenylpropionyl chloride (168 ml, 1.13 mmol) and saturated aqueous sodium hydrogen carbonate (10 ml), and the mixture was stirred overnight at room temperature. The reaction solution was diluted with water (100 ml) and extracted with ethyl acetate (100 ml×2). The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound (302 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06982348B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-06b5fa5cdd8d459e8ded4a0cba7c1c94 |
| Source note | uspto-grants-2006_01 |