HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromoacetyl bromide → {2-[(2-Bromoacetyl)-(2-chlorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [2-(2-Chlorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl ester | HCID 66645795 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | {2-[(2-Bromoacetyl)-(2-chlorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester | HCID 66645498 | 95.3% |
Reaction Steps
1.52 ml of bromoacetyl bromide (17.5 mmol) was added to a solution of 3.49 g of [2-(2-chlorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl ester obtained in Example (1h) (11.7 mmol) in N,N-dimethylacetamide (58 ml) under ice-cooling, and the mixture was stirred at the same temperature for 10 minutes. A saturated sodium bicarbonate aqueous solution was added to the reaction mixture, followed by extraction with ethyl acetate. Then, the organic layer was washed with water and brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. Hexane was added to the residue, and the solid was collected by filtration to obtain 4.68 g of the title compound (yield: 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158790B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-715ae6a2630a45898b945ea0f2aed6cb |
| Source note | uspto-grants-2012_04 |