4-Methoxyphenol → Methyl 2-[3-(4-methoxyphenoxy)propyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

HRID 1616142Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1616142
Br[CH2:2][CH2:3][CH2:4][N:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][C:9]([C:15]([O:17][CH3:18])=[O:16])=[CH:10][CH:11]=2)[C:6]1=[O:19].C(=O)([O-])[O-].[K+].[K+].[CH3:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=1>CN(C=O)C>[CH3:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH2:2][CH2:3][CH2:4][N:5]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][C:9]([C:15]([O:17][CH3:18])=[O:16])=[CH:10][CH:11]=3)[C:6]2=[O:19])=[CH:30][CH:29]=1

Komponenten

5

Edukt 3

HCID 90154-MethoxyphenolHCID 11430Potassium CarbonateHCID 67282659Methyl 2-(3-bromopropyl)-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

Produkt 1

HCID 67281827Methyl 2-[3-(4-methoxyphenoxy)propyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a solution of methyl 2-(3-bromopropyl)-1-oxo-1,2-dihydroisoquinoline-7-carboxylate (80 mg, 0.25 mmol) in DMF (2.5 mL) was added potassium carbonate (68 mg, 0.50 mmol) and 4-methoxyphenol (61 mg, 0.50 mmol). The reaction mixture was heated to 40° C. and stirred overnight. The mixture was then cooled to rt, filtered and concentrated to afford methyl 2-[3-(4-methoxyphenoxy)propyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate. LC-MS: (FA) ES+ 368.

Aufarbeitung

  1. temperatureThe mixture was then cooled to rt
  2. filtrationfiltered
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cbb0fabcc38f4a2e87f4cf4fa23abad1
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765773B2

Notizen zur Reaktion

Wird geladen…