HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Acetate → 2-Bromo-4-{[(trimethysilyl)methyl]carbamoyl}benzyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide | HCID 58092079 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 2-Bromo-4-{[(trimethysilyl)methyl]carbamoyl}benzyl acetate | HCID 58092081 | 39.1% |
Reaction Steps
A mixed solution of sodium acetate (2.8 g), 3-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide (6.5 g) in DMF (30 ml) was stirred for 3 hours at 70° C. The reaction liquor was returned to room temperature and diluted with t-butyl methyl ether. The mixture was washed with water and a saturated aqueous brine, subsequently dried over magnesium sulfate. After separating the drying agent by filtration, the reaction liquor was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 2-bromo-4-{[(trimethysilyl)methyl]carbamoyl}benzyl acetate (2.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304371B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-71f4618851ce4e068720ce3034ccca9f |
| Source note | uspto-grants-2012_11 |