Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Hexamethylphosphoramide | HCID 12679 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67346190 | HCID 67346190 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67347512 | HCID 67347512 | — |
Reaction Steps
To a mixture of 0.55 g of 1-methyl-4-hydroxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone and 5 ml of hexamethylphosphoramide was added 67 mg of sodium hydride (60% oily) under ice-cooling. After stirred at room temperature for 1 hour, 0.2 ml of dimethyl sulfate was added, and this was stirred at room temperature for 3 hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. After dried over anhydrous sodium sulfate, the extract was concentrated under reduced pressure, and the resulting residue was subjected to silica column gel chromatography to obtain 0.21 g of 1-methyl-4-methoxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone [Compound No. (60e)] as a yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07989478B2 |
|---|
| Source dataset | uspto-grants-2011_08 |
|---|
| ORD ID | ord-51b929a200f14b888335823aac8801de |
|---|
| Source note | uspto-grants-2011_08 |
|---|