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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093046Generated: November 2, 2026

Ethanol → tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate

https://huagongshe.com/reaction/2093046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Thiopheneboronic acidHCID 2733960—
Reactanttert-Butyl (4-bromo-2-nitrophenyl)carbamateHCID 52904808—
CatalystHCID 178527696HCID 178527696—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Producttert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamateHCID 5973698488%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of tert-butyl 4-bromo-2-nitrophenylcarbamate obtained in step IV above (1.0 eq) in toluene, was added 10 mol % of tetrakis Pd, heated to 90° C. for 30 min, then aq K2CO3 and ethanol were added, followed by addition of 2-thienyl boronic acid portionwise and then reaction was refluxed overnight. Water was added to the reaction mixture and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the desired tert-butyl 2-nitro-4-thien-2-ylphenylcarbamate. (Yield=88%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440830B2
Source datasetuspto-grants-2013_05
ORD IDord-92e15174868443a6a1f902272c0159c3
Source noteuspto-grants-2013_05