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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767589Generated: October 26, 2026

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

https://huagongshe.com/reaction/1767589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantVinylboronic acidHCID 4683185—
Reactant(5-Chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl esterHCID 69489376—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(2-Nitro-4-trifluoromethyl-5-vinyl-phenyl)-carbamic acid tert-butyl esterHCID 69486631—

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of (5-chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Compound A1) (6.8 g, 20 mmol), vinyl boronic acid [CAS-No. 4363-34-2] {Bull. Soc. Chim. Fr. 8:2557–64 (1966)} (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 compound A15.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07235547B2
Source datasetuspto-grants-2007_06
ORD IDord-0751b84703274e238d23d4c681d7a6df
Source noteuspto-grants-2007_06