Water → 3-Bromo-6,6-dimethyl-8-(piperidin-4-yloxy)-5,6-dihydro-benzo[b]carbazol-11-one

HRID 2275213Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2275213
[Br:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[C:7](=[O:34])[C:8]4[CH:20]=[CH:19][C:18]([O:21][CH:22]5[CH2:27][CH2:26][N:25](C(=O)C(F)(F)F)[CH2:24][CH2:23]5)=[CH:17][C:9]=4[C:10]([CH3:16])([CH3:15])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1.[OH-].[K+].O>C1COCC1.CO>[Br:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[C:7](=[O:34])[C:8]4[CH:20]=[CH:19][C:18]([O:21][CH:22]5[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]5)=[CH:17][C:9]=4[C:10]([CH3:16])([CH3:15])[C:11]=3[NH:12]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 86663823HCID 86663823, Verbindung

Produkt 1

HCID 668349073-Bromo-6,6-dimethyl-8-(piperidin-4-yloxy)-5,6-dihydro-benzo[b]carbazol-11-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3-Bromo-6,6-dimethyl-8-[1-(2,2,2-trifluoro-acetyl)-piperidin-4-yloxy]-5,6-dihydro-benzo[b]carbazol-11-one (Compound T6-1, 28.0 mg, 52.3 μmol) was dissolved in THF (1.00 mL) and methanol (0.50 mL), added with aqueous solution of potassium hydroxide (1.00 mL, 20 wt %), and stirred at room temperature for 1 hr. The reaction solution was added to water, and extracted with mixture solution of chloroform and methanol, and dried over sodium sulfate. Then, after filtering and concentration under reduced pressure, 3-bromo-6,6-dimethyl-8-(piperidin-4-yloxy)-5,6-dihydro-benzo[b]carbazol-11-one was obtained as a crude product.

Aufarbeitung

  1. extractionextracted with mixture solution of chloroform and methanol
  2. dry with materialdried over sodium sulfate
  3. filtrationThen, after filtering
  4. concentrationconcentration under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-53ac329044a849088ea473baae6fc755
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126931B2

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