Sodium Hydroxide → 3-(3,6-Dibromo-9H-carbazol-9-yl)-2-hydroxypropanoic acid

HRID 332084

Reaktionsgleichung

Reaktionsgleichung von HRID 332084
[OH-].[Na+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[N:8]([CH2:18][CH:19]([OH:24])[C:20]([O:22]C)=[O:21])[C:9]3[C:14]([C:15]=2[CH:16]=1)=[CH:13][C:12]([Br:17])=[CH:11][CH:10]=3>CCO>[Br:17][C:12]1[CH:11]=[CH:10][C:9]2[N:8]([CH2:18][CH:19]([OH:24])[C:20]([OH:22])=[O:21])[C:7]3[C:15]([C:14]=2[CH:13]=1)=[CH:16][C:4]([Br:3])=[CH:5][CH:6]=3

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 58097196Methyl 3-(3,6-Dibromo-9H-carbazol-9-yl)-2-hydroxypropanoate

Produkt 1

HCID 580972063-(3,6-Dibromo-9H-carbazol-9-yl)-2-hydroxypropanoic acidAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

NaOH (0.64 mL, 1M solution in H2O) was added to a suspension of methyl 3-(3,6-dibromo-9H-carbazol-9-yl)-2-hydroxypropanoate (0.055 g, 0.129 mmol) in EtOH (2.6 mL) and the reaction was stirred at ambient temperature for 2.5 h. The reaction was concentrated in vacuo and the residue was acidified with 1N aqueous HCl. The mixture was extracted with EtOAc (3×), and the combined organics were washed with saturated aqueous NaCl, dried over Na2SO4, filtered, and concentrated in vacuo to afford the desired product as a white solid (53 mg, 99%).

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. extractionThe mixture was extracted with EtOAc (3×)
  3. washthe combined organics were washed with saturated aqueous NaCl
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e627ba5553054b63ad19eae3e40f3cf5
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877797B2

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