HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenepropanoyl chloride → HCID 22262189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (1RS,2SR)-2-amino-1-(3-furanyl)-3-(4-(trifluoromethyl)phenyl)-1-propanol | HCID 22262061 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22262189 | HCID 22262189 | 89% |
Reaction Steps
To a solution of (1RS,2SR)-2-amino-1-(3-furanyl)-3-(4-(trifluoromethyl)phenyl)-1-propanol (500 mg, 1.75 mmol) in ethyl acetate (20 ml) were added 3-phenylpropionyl chloride (390 ml, 2.63 mmol) and saturated aqueous sodium hydrogen carbonate (20 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 (650 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06982348B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-b9edbfc30aa94040bfffc9c9d45113db |
| Source note | uspto-grants-2006_01 |