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HRID 63661Erstellt: 26. Oktober 2026

Potassium Phosphate, Tribasic → 4-(3,6-dihydro-2H-pyran-4-yl)-N-methylaniline

https://huagongshe.com/reaction/63661

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
EduktBenzenamine, 4-bromo-N-methyl-HCID 2757052—
Edukt3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
Edukt2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelToluene waterHCID 22272177—
Produkt4-(3,6-dihydro-2H-pyran-4-yl)-N-methylanilineHCID 11859759276,5%

Reaktionsbedingungen

Temperatur115 °C

Reaktionsschritte

To a solution of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (800 mg, 3.8 mmol), S-Phos (160 mg, 0.38 mmol), Pd2(dba)3 (72 mg, 0.08 mmol), and K3PO4 (96 mg, 3.8 mmol) in toluene/H2O (100 mL/20 mL) was added 4-bromo-N-methylaniline (712 mg, 3.84 mmol) under N2. After stirring at 115° C. overnight, the reaction mixture was filtered and concentrated. The residue was purified by silica gel chromatography (PE:EtOAc=10:1) to give 550 mg (76%) of the title compound as a yellow solid. [M+H] Calc'd for C12H15NO, 190. Found, 190.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447046B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-20377d5f5b7543efa46333e58ed73772
Quellennotizuspto-grants-2016_09