HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl)-N-methyl-2-oxoacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-oxoacetate | HCID 15390470 | — |
| Reactant | Monomethylamine methanol | HCID 57454252 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl)-N-methyl-2-oxoacetamide | HCID 15483786 | 72.7% |
Reaction Steps
A 40% methylamine-methanol solution (1.63 g, 0.021 mol) was added to a mixed solution of ethyl 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-oxoacetate (1.96 g, 0.007 mol) and THF (7 ml) under ice-cooling. The mixture was stirred at room temperature for 1 hour. After completion of the reaction, water (100 ml) was added, and the mixture was extracted with dichloromethane (80 ml) twice. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to obtain 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-N-methyl-2-oxoacetamide (1.35 g, Yield: 72.7%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06147231 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-e05687436c2448d5aa5496d87d0ad842 |
| Source note | uspto-grants-2000_11 |