HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-(2-Chloro-3-nitrophenoxy)ethyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) | HCID 77210 | — |
| Reactant | Phenol, 2-chloro-3-nitro- | HCID 3013917 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-(2-Chloro-3-nitrophenoxy)ethyl)morpholine | HCID 58314411 | 87% |
Reaction Steps
2-chloro-3-nitrophenol (1 g, 5.8 mmol) was dissolved in DMF (6 mL). K2CO3 (1.6 g, 11.5 mmol) was added and the solution changed from yellow to red. 4-(2-chloroethyl)morpholine hydrochloride (1.07 g, 5.8 mmol) was added and the solution was allowed to stir for 15 h. The reaction was poured into H2O (30 mL) and extracted with EtOAc (3×30 mL). The organics were washed with 1N NaOH (100 mL) and brine (100 mL) and then dried over MgSO4, filtered, and concentrated in vacuo to provide 4-(2-(2-chloro-3-nitrophenoxy)ethyl)morpholine (1.4 g, 87%) as a golden oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303033B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0e96e27b9ff24d6fa15bbbf21fa1d4aa |
| Source note | uspto-grants-2016_04 |