Sodium Hydroxide → HCID 86301334, Verbindung

HRID 513937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 513937
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]2[CH:17]=[C:16]3[C:11]([CH:12]=[C:13]([C:18]([O-:20])=O)[CH:14]=[N:15]3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Na+].F[C:25]1C=CC(COC2C=C3C(C=C(C(OCC)=O)C=N3)=CC=2)=CC=1.[OH-].[Na+]>CO.C1COCC1.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][O:7][C:8]2[CH:17]=[C:16]3[C:11]([CH:12]=[C:13]([C:18](=[O:20])[CH3:25])[CH:14]=[N:15]3)=[CH:10][CH:9]=2)=[CH:21][CH:22]=1

Komponenten

7

Edukt 3

HCID 14798Sodium HydroxideHCID 86296056HCID 86296056, VerbindungHCID 90416892Sodium 7-((4-fluorobenzyl)oxy)quinoline-3-carboxylate

Produkt 1

HCID 86301334HCID 86301334, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Sodium 7-((4-fluorobenzyl)oxy)quinoline-3-carboxylate. To a solution of ethyl 7-[(4-fluorophenyl)methoxy]quinoline-3-carboxylate (Example 2, 430 mg, 1.32 mmol) in MeOH (2 mL) and THF (2 mL) was added NaOH (95 mg, 2.38 mmol) in H2O (2.0 mL). The reaction was stirred for 15 minutes at ambient temperature. The crude reaction mixture was concentrated under reduced pressure to afford the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 9.29 (d, J=2.0 Hz, 1H), 8.60 (d, J=2.0 Hz, 1H), 7.96 (d, J=9.0 Hz, 1H), 7.63 (dd, J=5.5, 8.6 Hz, 2H), 7.50 (d, J=2.7 Hz, 1H), 7.35-7.25 (m, 3H), 5.31 (s, 2H). [M+H]=298.2

Aufarbeitung

  1. customThe crude reaction mixture
  2. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-73f679e9ac864e88a33d2b184e25415f
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102674B2

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