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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640157Generated: October 31, 2026

Tert-butyl(dimethyl)-{[3-nitro-5-(trifluoromethyl)benzyl]oxy}silane → 3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline

https://huagongshe.com/reaction/1640157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl(dimethyl)-{[3-nitro-5-(trifluoromethyl)benzyl]oxy}silaneHCID 58902383—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)anilineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110687B2
Source datasetuspto-grants-2012_02
ORD IDord-b1f06a21a26f4d52a028136c0ff76814
Source noteuspto-grants-2012_02