Aluminium lithium hydride → (2-(Methylsulfonyl)isoindolin-4-yl)methanol

HRID 1055406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1055406
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][S:8]([N:11]1[CH2:19][C:18]2[C:17]([C:20](OC)=[O:21])=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:12]1)(=[O:10])=[O:9]>C1COCC1.[OH-].[Na+]>[CH3:7][S:8]([N:11]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[CH2:20][OH:21])[CH2:12]1)(=[O:10])=[O:9]

Komponenten

5

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 90037438Methyl 2-(methylsulfonyl)isoindoline-4-carboxylate

Produkt 1

HCID 90036971(2-(Methylsulfonyl)isoindolin-4-yl)methanolAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Lithium aluminum hydride (LAH, 1 M in THF, 2 mL, 2.0 mmol) was added to solution of methyl 2-(methylsulfonyl)isoindoline-4-carboxylate in THF (15 mL). After 10 h the mixture was diluted with 5% NaOH solution and extracted with EtOAc. The combined organic extracts were dried over MgSO4 and concentrated. The residue was recrystallized from DCM to give the title compound (200 mg, 61%) as a grey solid.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organic extracts were dried over MgSO4
  3. concentrationconcentrated
  4. customThe residue was recrystallized from DCM

Quellen und Nachweise

ORD-Eintrag
ord-3d1642e670ea4cb6b0a027d4c3aac1d6
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394263B2

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