N-bromobutanimide → 3-(Bromomethyl)isoquinolin-1(2H)-one

HRID 868906Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 868906
[CH3:1][C:2]1[NH:3][C:4](=[O:12])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C1C=CC(C2C=CC(C3OC(C4C=CC=CC=4)=CN=3)=CC=2)=CC=1.[Br:36]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.CCOC(C)=O>[Br:36][CH2:1][C:2]1[NH:3][C:4](=[O:12])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Komponenten

6

Edukt 3

HCID 67184N-bromobutanimideHCID 967282-(Biphenyl-4-yl)-5-phenyloxazoleHCID 32444773-Methyl-1,2-dihydroisoquinolin-1-one

Produkt 1

HCID 700972123-(Bromomethyl)isoquinolin-1(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5943Carbon TetrachlorideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a refluxing solution of 3-methylisoquinolin-1(2H)-one (1.7 g, 10.69 mmol) and 2-(4-biphenyl)-5-phenyloxazole (120 mg) in CCl4 (30 mL) was added N-bromosuccinimide (1.9 g, 10.7 mmol) in portions. The reaction mixture was stirred at reflux for 2 h. After cooling to room temperature, the reaction mixture was diluted with EtOAc, filtered and concentrated to give the crude product, which was used for the next step without further purification. LC-MS: m/z 238 (M+H+).

Aufarbeitung

  1. temperatureat reflux for 2 h
  2. filtrationfiltered
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ea588e2b03f5477e8066257f1a425e14
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969349B2

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