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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498172Generated: October 25, 2026

Potassium Carbonate → (2-Nitro-4-trifluoromethyl-5-vinyl-phenyl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/498172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantVinylboronic acidHCID 4683185—
Reactant(5-Chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl esterHCID 69489376—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(2-Nitro-4-trifluoromethyl-5-vinyl-phenyl)-carbamic acid tert-butyl esterHCID 6948663137%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of (5-chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example A1) (6.8 g, 20 mmol), vinyl boronic acid [CAS-No. 4363-34-2] {Bull. Soc. Chim. Fr. 1966, (8), 2557-64} (4.312 g, 60 mmol) and K2CO3 (8.29 g, 60 mmol) in water (10 mL) and dioxane (50 mL) was purged by Ar-stream at 23° C. for 10 min, then tetrakis(triphenylphosphine)palladium(0) (693 mg, 0.6 mmol) was added and the mixture was heated to 100° C. for 20 h, filtered, evaporated and purified by column chromatography on silica gel (hexane/ethyl acetate 9:1) to yield a light yellow solid (2.476 g, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949542B2
Source datasetuspto-grants-2005_09
ORD IDord-71f366f258ee48e0874c000bee847ff0
Source noteuspto-grants-2005_09