HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-METHOXY-2,N-DIMETHYLACRYLAMIDE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methacryloyl chloride | HCID 13528 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-METHOXY-2,N-DIMETHYLACRYLAMIDE | HCID 11332477 | 87.5% |
Reaction Steps
O,N-dimethylhydroxylamine hydrochloride (74.6 g, 765 mmol) was dissolved in THF (1 L) and pyridine (123 ml, 1531 mmol) was added and stirred for 30 min. Methacryloyl chloride (37.4 ml, 383 mmol) was added slowly and stirred overnight. The solids were filtered and concentrated. The residue was partitioned between water and CH2Cl2, washed with water, dried over sodium sulfate, filtered and concentrated to afford N-methoxy-N-methylmethacrylamide (56.5 g, 335 mmol, 87.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853409B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-8620ef7ba6ca4b5b8af4d977f9e64a1e |
| Source note | uspto-grants-2014_10 |