HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylboroxine → (5-Methyl-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | (5-Chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester | HCID 69489376 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | (5-Methyl-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester | HCID 69486745 | 69% |
Reaction Steps
To a suspension of (5-chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example A11) (5.00 g, 14.7 mmol) and tetrakis(triphenylphosphine)-palladium in dioxane/water (9:1; 50 ml) was added at RT trimethylboroxine (2.04 ml, 14.7 mmol). The reaction mixture was stirred under reflux conditions for 15 h, filtered, evaporated and purified by column chromatography on silica gel (hexane/ethyl acetate 9:1) to yield a light yellow solid (3.25 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548495B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-ee72be5f478a445d9b4fd0c13fdfacc0 |
| Source note | uspto-grants-2003_04 |