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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20999Erstellt: 26. Oktober 2026

4-(Hydroxymethyl)benzeneboronic acid → 3-Amino-4-(hydroxymethylphenyl)-6-bromophthalimide

https://huagongshe.com/reaction/20999

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
Edukt3-Amino-4-iodo-6-bromophthalimideHCID 68488717—
KatalysatorCuprous 2-thiophenecarboxylateHCID 11194830—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Amino-4-(hydroxymethylphenyl)-6-bromophthalimideHCID 6849120464%
Produkt3-Amino-4,6-di(4-hydroxymethylphenyl)phthalimideHCID 6849290229%

Reaktionsschritte

In a similar manner to Step 2 of Example 2, 3-amino-4-iodo-6-bromophthalimide (100 mg, 0.273 mmol) was dissolved in THF (7 mL), and the solution was treated with 4-hydroxymethylphenylboronic acid (83 mg, 0.55 mmol), tetrakis(triphenylphosphine)palladium (25 mg, 0.022 mmol) and copper(I)thiophene-2-carboxylate (104 mg, 0.546 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1) to obtain 3-amino-4-(hydroxymethylphenyl)-6-bromophthalimide (61 mg, yield 64%) and 3-amino-4,6-di(4-hydroxymethylphenyl)phthalimide (29 mg, yield 29%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745641B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-72bdee8320374be6a672ca3798ce76e8
Quellennotizuspto-grants-2010_06