Tetrahydrofuran → HCID 10877241, Verbindung

Reaktionsgleichung

CO[C:3](=O)[C:4]([OH:9])(C)[CH2:5]C=C.[CH3:11][Mg+].[Br-].[CH2:14]1[CH2:18][O:17][CH2:16][CH2:15]1>>[CH3:3][C:4]([OH:9])([C:16]([CH3:11])([OH:17])[CH2:15][CH:14]=[CH2:18])[CH3:5]

Komponenten

Edukt 3

HCID 8028Tetrahydrofuran

HCID 24978338Methyl 2-hydroxy-2-methylpent-4-enoate

HCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 10877241HCID 10877241, Verbindung

Versuchsvorschrift

To a stirring solution of 2-hydroxy-2-methylpent-4-enoic acid methyl ester (1.12 g, 7.77 mmol) in THF (8 mL) at 0° C. is added MeMgBr (10 mL, 30 mmol) drop wise. The mixture is stirred for 3 h at room temperature and then quenched with sat. NH4Cl. It is then extracted with Et2O (3×50 mL). The organic layers are washed with water and brine, dried and concentrated to afford 2,3-dimethylhex-5-ene-2,3-diol.