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HRID 1490935Erstellt: 23. Oktober 2026

Benzamide → 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

https://huagongshe.com/de/reaction/1490935

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzamideHCID 2331—
ReagenzBis(pinacolato)diboraneHCID 2733548—
Reagenz8-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-oneHCID 164681385—
KatalysatorBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
KatalysatorPotassium tert-butoxideHCID 86639980—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 27605879%
Produkt4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 276058814%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

In an argon filled glove box, a 5.0 mL wheaton microreactor was charged with [Ir(cod)(OMe)]2 (1.98 mg, 1.5 mol%), L1 ligand (2.1 mg, 3.5 mol%), B2pin2 (50.8 mg, 1.0 equiv.), KOtBu (1.0 mg, 4.5 mol%), and dry THF (1.0 mL). The reaction mixture was stirred for 2 minutes at room temperature. To this mixture, benzamide (24.2 mg, 0.2 mmol) was added. The microreactor was capped with a teflon pressure cap and placed into pre-heated aluminum block at 80 oC. After 12 h, (judged by GC/MS), we found that the conversion was 23% and meta/para ratio was 1/1.5.

Herkunft & Nachweise

DOI10.1002/anie.201809929
QuelldatensatzBorylation dataset from Roche
ORD IDord-8a61495c860141f1a8046698b9543528
QuellennotizBorylation dataset from Roche