Boron tribromide → 7-Hydroxy-3,4-dihydrocarbostyril

HRID 490695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 490695
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 128994187-Methoxy-3,4-dihydroquinolin-2(1H)-one

Produkt 1

HCID 27857587-Hydroxy-3,4-dihydrocarbostyrilAusbeute 75,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 7-methoxy-3,4-dihydro-1H-quinolin-2-one (1.30 g, 7.34 mmol) in CH2Cl2 (100 mL) at 0° C. is treated with BBr3 (14.7 mL, 1.0 M in CH2Cl2) added dropwise. The mixture is stirred for 48 hours at room temperature and then quenched with water dropwise. The suspension is filtered and the solid is rinsed with MeOH (2 mL) and dried under vacuum to obtain the product (0.90 g, 75%).

Aufarbeitung

  1. additionadded dropwise
  2. customquenched with water dropwise
  3. filtrationThe suspension is filtered
  4. washthe solid is rinsed with MeOH (2 mL)
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3a38fa6ac64a4b7abb62923067525963
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528160B2

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