HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → Methyl 2-bromo-2-(3-fluorophenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 3-fluorophenylacetate | HCID 2734108 | — |
| Catalyst | Hydrogen Bromide | HCID 260 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-bromo-2-(3-fluorophenyl)acetate | HCID 57495616 | 96% |
Reaction Steps
Methyl 2-(3-fluorophenyl)acetate (1.90 g, 11.3 mmol) and N-bromo succinimide (2.01 g, 11.3 mmol) are dissolved in CCl4 (80 mL). HBr (64 ul, 0.56 mmol) is added and the mixture is stirred under reflux overnight. The mixture is cooled at RT, diluted with DCM and washed with sat. NaHCO3, water and brine. The organic layer is dried (Na2SO4), filtered and evaporated obtaining intermediate I144 as a yellow oil (2.68 g, 96% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835682B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e85f4a0398c44f798c1040d3a2b1bb1c |
| Source note | uspto-grants-2014_09 |