HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-[5-(N-acetyl-N-methylamino)-2-methoxyphenyl]-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-(5-Acetylamino-2-methoxyphenyl)-1,3-dioxolane | HCID 18938976 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[5-(N-acetyl-N-methylamino)-2-methoxyphenyl]-1,3-dioxolane | HCID 18938978 | 94.3% |
Reaction Steps
A solution of 2-(5-acetylamino-2-methoxyphenyl)-1,3-dioxolane (5.0 g, 21.1 mmol) in DMF (16 ml) was added to a suspension of NaH (1.0 g, 25.3 mmol) in DMF (5 ml) and then the mixture was stirred at room temperature for 10 min. To the mixture was added methyl iodide (3.6 g, 25.3 mmol) and then stirred at room temperature for 1 hr. And to the resulted reaction mixture was added ammonium chloride and then extracted with CH2Cl2. The extract was washed with water and brine, dried over Na2SO4 and concentrated in vacuo to give crude 2-[5-(N-acetyl-N-methylamino)-2-methoxyphenyl]-1,3-dioxolane (5.0 g, 94%) as a orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05837711 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-f338adb2b4f0471a95c94330f5790095 |
| Source note | uspto-grants-1998_11 |