Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Bis(2-chloroethyl) ether | HCID 8115 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18472387 | HCID 18472387 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18472642 | HCID 18472642 | 79.4% |
Reaction Steps
A mixture of ethyl 4-(4-amino-2-methoxycarbonyl-phenoxy)butyrate (2.20 g), bis(2-chloroethyl)ether (0.915 ml, 7.81 mmol), potassium carbonate(3.24 g, 23.4 mmol), sodium iodide (2.34 g, 15.6 mmol) and DMF (20 ml) was stirred at 70° C. for 24 hours, and the mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified with column chromatography (silica gel 30 g,.ethyl acetate/hexane=1/4), and the desired fraction was concentrated under reduced pressure to give ethyl 4-(2-methoxycarbonyl-4-morpholinophenoxy)butyrate (2.18 g). IR (KBr): 1732 cm−1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06413947B1 |
|---|
| Source dataset | uspto-grants-2002_07 |
|---|
| ORD ID | ord-0d1d9799b0a1497fbf90d7ce413db5fa |
|---|
| Source note | uspto-grants-2002_07 |
|---|