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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1581961Generated: November 3, 2026

Sodium Carbonate → 2-(tert-Butoxycarbonylamino)-5-[(E)-2-(4-methylphenyl)ethenyl]indan

https://huagongshe.com/reaction/1581961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant[(E)-2-(4-Methylphenyl)ethenyl]boronic acidHCID 6019835—
ReactantHCID 22719604HCID 22719604—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product2-(tert-Butoxycarbonylamino)-5-[(E)-2-(4-methylphenyl)ethenyl]indanHCID 2271963478.3%

Reaction Steps

2-(tert-butoxycarbonylamino)-5-trifluoromethanesulfonyloxyindan (260 mg, 0.69 mmol), (E)-2-(4-methylphenyl)ethenylboronic acid (180 mg), toluene (7 ml), Pd(PPh3)4 (30 mg, 0.026 mmol), 2M sodium carbonate (0.99 ml), ethanol (3.0 ml), and lithium chloride (64 mg, 1.5 mmol) were heated to reflux for 5 hours. The reaction mixture was diluted with ether, washed with water, dried, and then the solvent was distilled off under reduced pressure. The residue obtained was purified by silica gel chromatography (hexane:ethyl acetate=4:1) to obtain the title compound (190 mg, 0.54 mmol) having the following physical properties;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734180B1
Source datasetuspto-grants-2004_05
ORD IDord-6e54ecd1c70241f9bfb1049af5f3c3a3
Source noteuspto-grants-2004_05