Phenylboronic Acid → 5-Methyl-2-nitro-1,1'-biphenyl

HRID 2358816

Reaktionsgleichung

Reaktionsgleichung von HRID 2358816
Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1

Komponenten

3

Edukt 2

HCID 66827Phenylboronic AcidHCID 81670382-Bromo-4-methyl-1-nitrobenzene

Produkt 1

HCID 543942305-Methyl-2-nitro-1,1'-biphenylAusbeute 94,3 %

Versuchsvorschrift

The product from Example 219a (0.20 g, 0.93 mmol) was reacted with phenylboronic acid (0.135 g, 1.11 mmol) for 19.5 h at 80° C. as described in Example 218a. The reaction mixture was cooled and filtered through celite, the filtrate concentrated under vacuum to give the crude product which was purified by flash chromatography on silica gel to give the title biphenyl (0.187 g, 94%) as a yellow oil.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered through celite
  3. concentrationthe filtrate concentrated under vacuum
  4. customto give the crude product which
  5. customwas purified by flash chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-e22b4eb59695478e880da06fdf1885bc
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07763731B2

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