1-Bromo-4-iodobenzene → 1-Bromo-2',3'-difluoro-4'-ethoxybiphenyl

HRID 7334

Reaktionsgleichung

Reaktionsgleichung von HRID 7334
B([O-])=O.[Na+].[Br:5][C:6]1[CH:11]=[CH:10][C:9](I)=[CH:8][CH:7]=1.Cl.[NH3+]N.[F:16][C:17]1[C:22]([F:23])=[C:21]([O:24][CH2:25][CH3:26])[CH:20]=[CH:19][C:18]=1B(O)O>O1CCCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>[Br:5][C:6]1([C:18]2[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH3:26])=[C:22]([F:23])[C:17]=2[F:16])[CH:11]=[CH:10][CH:9]=[CH:8][CH2:7]1

Komponenten

8

Edukt 4

HCID 115221-Bromo-4-iodobenzeneHCID 145326Sodium metaborateHCID 15135235B-(4-Ethoxy-2,3-difluorophenyl)boronic acidHCID 21989311Hydrazinium hydrochloride

Produkt 1

HCID 219893121-Bromo-2',3'-difluoro-4'-ethoxybiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418476HCID 178418476, VerbindungKatalysatorHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

0.450 mol of sodium metaborate are introduced into 240 ml of water. 0.012 mol of bis(triphenylphosphine)palladium(II) chloride, 0.6 mol of 4-bromo-1-iodobenzene (11) and 0.012 mol of hydrazinium hydrochloride are added, and the mixture is stirred at about 20° C. for 5 minutes. 0.6 mol of 2,3-difluoro-4-ethoxyphenylboronic acid (12) dissolved in 600 ml of tetrahydrofuran are then added, and the mixture is refluxed for 4 hours, giving the compound of the formula 13.

Aufarbeitung

  1. additionare then added
  2. temperaturethe mixture is refluxed for 4 hours

Quellen und Nachweise

ORD-Eintrag
ord-eca79e3229d14634afded7b73fa277ff
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087272B2

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