HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → (IR)-1-bromocyclopropanecarboxylic acid-2-hydroxy-1-phenylethylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (R)-beta-aminophenethyl alcohol | HCID 2724025 | — |
| Reactant | 1-Bromocyclopropane-carboxylic acid chloride | HCID 10910206 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (IR)-1-bromocyclopropanecarboxylic acid-2-hydroxy-1-phenylethylamide | HCID 21350875 | 71.2% |
Reaction Steps
739 mg of D-(−)-α-phenylglycinol is dissolved in 27 ml of methylene chloride, and 678 mg of sodium carbonate is added to 11 ml of water and 1.09 g of acid chloride 107 at room temperature. It is stirred overnight and then mixed with methanolic sodium hydroxide solution, the organic phase is separated, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 1.09 g of (1R)-1-bromocyclopropanecarboxylic acid-2-hydroxy-1-phenylethylamide 110 is isolated as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07211680B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-51b59c999bc645cba8c575047478ca29 |
| Source note | uspto-grants-2007_05 |