HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-[2-(2-benzyloxy-ethoxy)-5-methoxy-benzyl]-N-(5-fluoro-2-phenoxy-phenyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | [2-(2-Benzyloxy-ethoxy)-5-methoxy-benzyl]-(5-fluoro-2-phenoxy-phenyl)-amine | HCID 67104233 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[2-(2-benzyloxy-ethoxy)-5-methoxy-benzyl]-N-(5-fluoro-2-phenoxy-phenyl)-acetamide | HCID 24785291 | 79% |
Reaction Steps
To a solution of 5.08 g (10.7 mmol) crude 2b in 50 ml ml pyridine was added 4.37 g (42.8 mmol) acetic acid anhydride. The reaction mixture was stirred over night and poured into ice-cold ethyl acetate. The organic phase was washed with water, diluted aqueous sodium hydrogen sulfate, water and brine and were dried with magnesium sulfate. The crude product was purified by silica column chromatography (ethyl acetate:hexane gradient 1:8→1:4). The desired product 2c was obtained in 79% yield (4.36 g, 8.45 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07803960B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-e33712224bc24f14a3063b40cb14cc4d |
| Source note | uspto-grants-2010_09 |