HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl Peroxide → 3-Bromomethyl-2-[(4-methoxybenzenesulfonyl)-methylamino]-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-[(4-Methoxybenzenesulfonyl)-methylamino]-3-methyl-benzoic acid methyl ester | HCID 70052256 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 3-Bromomethyl-2-[(4-methoxybenzenesulfonyl)-methylamino]-benzoic acid methyl ester | HCID 70053229 | 57% |
Reaction Steps
To a solution of 0.723 g (2.072 mmol) of the product of Example 187 in 70 mL of carbon tetrachloride was added 0.406 g (2.279 mmol) of N-bromosuccinimide and 0.14 g of dibenzoyl peroxide. The resulting mixture was heated to reflux for 18 h and then cooled to room temperature, washed with sodium bisulfite solution and water, dried over MgSO4, filtered and concentrated in vacuo. The residue was titurad with ether/hexanes (1:1) and then filtered to provide 0.504 g (57%) of the desired product as a white solid. Electrspray Mass Spec: 428 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929097 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-d79f9ce530dc49908d7276edc2f50ec7 |
| Source note | uspto-grants-1999_07 |