HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-(2-bromo-4-chlorophenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 2-Bromo-4-chloroaniline | HCID 70110 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-bromo-4-chlorophenyl)acetamide | HCID 282685 | 87.2% |
Reaction Steps
To a stirred mixture of 2-bromo-4-chloroaniline (5 g, 24 mmol) and catalytic DMAP in CH2Cl2 (15 mL) was add acetic anhydride (2.3 mL, 24 mmol) at room temperature. The reaction mixture was stirred overnight then washed with saturated aqueous NaHCO3 solution. The CH2Cl2 layer was dried (MgSO4), filtered, concentrated in vacuo. The crude material was triturated with Hexane/Et2O and the solid filtered and dried in vacuo to give N-(2-bromo-4-chloro-phenyl)-acetamide (5.2 g, 86%). HPLC: Rt=2.26 min. m/z=248 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07417040B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-85e1242276624c748c3f16f9b3a8a6b9 |
| Source note | uspto-grants-2008_08 |