HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl(dimethyl)-{[3-nitro-5-(trifluoromethyl)benzyl]oxy}silane → 3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl(dimethyl)-{[3-nitro-5-(trifluoromethyl)benzyl]oxy}silane | HCID 58902383 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline | HCID 58902267 | — |
Reaction Steps
To a solution of tert-butyl(dimethyl){[3-nitro-5-(trifluoromethyl)benzyl]oxy}-silane (3.70 g, 11.00 mmol) in EtOAc (100 mL) was added Pd (300 mg, 10% on carbon). The reaction mixture was allowed to stir at rt overnight under an atmosphere of hydrogen. The reaction mixture was filtered through a pad of Celite and washed with EtOAc. The solvents were evaporated to give 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline (3.32 g, 95. LCMS: (FA) ES+ 306.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110687B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-b1f06a21a26f4d52a028136c0ff76814 |
| Source note | uspto-grants-2012_02 |