Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Bis(2-chloroethyl) ether | HCID 8115 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 19036796 | HCID 19036796 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54567442 | HCID 54567442 | — |
Reaction Steps
The suspended solution of benzyl R)-3-(4-aminophenyl)-2-hydroxypropionate (0.27 g), bis(2-chloroethyl)ether (0.12 ml), potassium carbonate (0.28 g), and sodium iodide (0.075 g) in dimethylformamide (1 ml) were heated at 70°-90° C. for 7 hours. After cooling it down to room temperature, water (50 ml) was added and extracted with ether (25 ml×3). After the ether layer was washed with saturated brine, it was dried over anhydrous sodium sulfate. The solvent was evaporated in vacuo, the resultant crude product was purified by silica gel column chromatography, and eluted with mixture of hexane, ethyl acetate and ethanol (60:35:5, v/v). The fractions containing the desired product were combined and evaporated in vacuo to obtain benzyl (R)-2-hydroxy-3-(4-morpholinophenyl)propionate (0.14 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05514773 |
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| Source dataset | uspto-grants-1996_05 |
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| ORD ID | ord-a847d85886764feebdf5f43f944250e1 |
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| Source note | uspto-grants-1996_05 |
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