HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → Methyl 2-(bromomethyl)-4-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 4-fluoro-2-methylbenzoate | HCID 2782181 | — |
| Catalyst | Benzoyl Peroxide | HCID 7187 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Methyl 2-(bromomethyl)-4-fluorobenzoate | HCID 18323864 | 91.1% |
Reaction Steps
A mixture of 4-fluoro-2-methyl-benzoic acid methyl ester (12.7 g, 75.5 mmol), NBS (13.4 g, 75.5 mmol), and di-benzoyl peroxide (BPO) (0.85 g, 3.5 mmol) in CCl4 (200 mL) was heated to reflux for 3 hours until all starting material was consumed. After vacuum filtration, the filtrate concentrated in vacuo to give a crude product (17 g, yield 91%), which was used in the next step reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133158B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-0bca1ee61e5049bb82c090464784bca8 |
| Source note | uspto-grants-2015_09 |