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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266728Generated: October 25, 2026

Trimethylboroxine → (5-Methyl-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1266728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylboroxineHCID 574072—
Reactant(5-Chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl esterHCID 69489376—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product(5-Methyl-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl esterHCID 6948674569%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-ee72be5f478a445d9b4fd0c13fdfacc0
Source noteuspto-grants-2003_04