Sodium Hydroxide → HCID 11728935, Verbindung

HRID 1637206Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1637206
[OH-].[Na+].[C:3]1([S:9][C:10]2[C:11]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]4[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=4)=[CH:20][C:12]=3[S:13][C:14]=2[C:15]([O:17]CC)=[O:16])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[C:3]1([S:9][C:10]2[C:11]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]4[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=4)=[CH:20][C:12]=3[S:13][C:14]=2[C:15]([OH:17])=[O:16])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 9931973HCID 9931973, Verbindung

Produkt 1

HCID 11728935HCID 11728935, VerbindungAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Sodium hydroxide (0.5 ml of 2M in water) was added to a solution of ethyl 3-(phenylsulfanyl)-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate (Example 1, 190 mg, 0.45 mmol) in 1,4-dioxane, and the mixture heated to 60° C. for 4 hours. The solvents were removed under reduced pressure, and the residue was dissolved in water (15 ml) and washed with ethyl acetate (25 ml). The aqueous layer was separated and acidified by dropwise addition of acetic acid until a white solid precipitated. The solid was isolated by filtration and dried under vacuo to give the title compound as a colourless solid (140 mg).

Aufarbeitung

  1. customThe solvents were removed under reduced pressure
  2. dissolutionthe residue was dissolved in water (15 ml)
  3. washwashed with ethyl acetate (25 ml)
  4. customThe aqueous layer was separated
  5. additionacidified by dropwise addition of acetic acid until a white solid
  6. customprecipitated
  7. customThe solid was isolated by filtration
  8. customdried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3e8b41e8ee1d4fa68f1ba0a8a7e1524d
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06040309

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