Sodium Hydroxide → 2-[2-(4-methoxyphenyl)sulfonyl-3,4-dihydro-1H-isoquinolin-1-yl]acetic Acid

HRID 1642148Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1642148
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]2[CH2:24][C:25]([O:27]C)=[O:26])(=[O:13])=[O:12])=[CH:7][CH:6]=1>C1COCC1.O>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([N:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]2[CH2:24][C:25]([OH:27])=[O:26])(=[O:13])=[O:12])=[CH:9][CH:10]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 66756190HCID 66756190, Verbindung

Produkt 1

HCID 52638012-[2-(4-methoxyphenyl)sulfonyl-3,4-dihydro-1H-isoquinolin-1-yl]acetic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A 6 M aqueous NaOH solution was added to a mixture of methyl 2-(2-(4-methoxyphenylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate (15.22 g, 40.54 mmol) in THF (200 ml) and water (120 ml), and stirring was carried out overnight at room temperature. The solvent was then removed under reduced pressure, and a 6 M aqueous HCl solution (125 ml) and DCM (400 ml) were added. The phases were separated and then the organic phase was washed with concentrated NaCl solution, dried over sodium sulfate and concentrated. Yield: 14.65 g (100%)

Aufarbeitung

  1. customThe solvent was then removed under reduced pressure
  2. additiona 6 M aqueous HCl solution (125 ml) and DCM (400 ml) were added
  3. customThe phases were separated
  4. washthe organic phase was washed with concentrated NaCl solution
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-03c334f4b2cc4e72bb6c7095db810294
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119633B2

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