HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → tert-Butyl (4-bromophenyl)(methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Bromoaniline, N-BOC protected | HCID 2773608 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl (4-bromophenyl)(methyl)carbamate | HCID 21873211 | — |
Reaction Steps
0.263 mL (1.1 eq.) iodomethane are added dropwise at room temperature to a stirred suspension of 1.1 g (4 mmol) (4-bromo-phenyl)-carbamic acid tert-butyl ester and 2 g (1.6 eq.) cesium carbonate in 15 mL DMF. After stirring for an additional 18 hours, the reaction mixture is extracted with water/ethyl acetate and the combined organic phases are washed with brine, dried over magnesium sulfate and evaporated to yield the desired product as a colorless oil, which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632851B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-3141bbca147b4d31be01ec0250486f34 |
| Source note | uspto-grants-2009_12 |