Methyldiphenylamine → N-Methyl-N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

HRID 1490492Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1490492
CN(c1ccccc1)c1ccccc1>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.Cc1ccccc1.Fc1c(F)c(F)c(B(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F>CN(c1ccccc1)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1

Komponenten

7

Edukt 1

HCID 11098Methyldiphenylamine

Produkt 1

HCID 165993412N-Methyl-N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamineAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 6425PinacolReagenzHCID 8471TriethylamineReagenzHCID 67506CatecholboraneReagenzHCID 582056Tris(pentafluorophenyl)boraneKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Prepared from N-methyl-N-phenylaniline (1c, 55.0 mg, 0.300 mmol, 1.00 equiv) and catBH (54.0 mg, 0.450 mmol, 1.50 equiv) according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3c (32.5 mg, 35%) as a white solid.

Quellen und Nachweise

ORD-Eintrag
ord-494fdd9d223f4b0b87a2959a1dd9d85b
Quelldatensatz
Borylation dataset from Roche

Notizen zur Reaktion

Wird geladen…