Bromobenzene → HCID 22504545, Verbindung

HRID 1813940Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1813940
[CH2:1]([O:8][CH2:9][CH2:10][CH:11]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])=[CH:16][CH:15]=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[Cl-].[NH4+]>O1CCCC1>[CH2:1]([O:8][CH2:9][CH2:10][CH:11]([C:26]1[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=1)[C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][N:23]([CH3:24])[CH3:25])=[CH:16][CH:15]=1)([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[OH:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 7961BromobenzeneHCID 25517Ammonium ChlorideHCID 22504616HCID 22504616, Verbindung

Produkt 1

HCID 22504545HCID 22504545, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Benzyloxy-2-(4-chlorophenyl)-1-[4-(2-dimethylaminoethoxy)phenyl]butan-1-one (9.4 g, 0.021 mol) is added to Grignard reagent prepared from bromobenzene (13.1 g, 0.083 mol) and Mg turnings (2.0 g, 0.083 mol) in dry tetrahydrofuran. The mixture is refluxed for 3 h. Saturated ammonium chloride solution is added to the cooled reaction mixture, the THF layer is separated and the aqueous phase is extracted with toluene. The combined organic phases are washed with water and the solvents are evaporated. The residual product (10.7 g) is used in the next reaction step without further purification.

Aufarbeitung

  1. temperatureThe mixture is refluxed for 3 h
  2. customthe THF layer is separated
  3. extractionthe aqueous phase is extracted with toluene
  4. washThe combined organic phases are washed with water
  5. customthe solvents are evaporated
  6. customThe residual product (10.7 g) is used in the next reaction step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-99f9855412dc4ee39343a47d75cb8578
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06875775B2

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