Aluminium lithium hydride → 2-(Naphtho[1,2-b]furan-3-yl)ethan-1-ol
Reaktionsgleichung
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10](=O)[CH2:11][C:12]1[C:13]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:14]=2[O:15][CH:16]=1)C>C1COCC1>[O:15]1[CH:16]=[C:12]([CH2:11][CH2:10][OH:9])[C:13]2[CH:24]=[CH:23][C:22]3[C:17]([C:14]1=2)=[CH:18][CH:19]=[CH:20][CH:21]=3Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred suspension of LiAlH4 (200 mg, excess) in THF at 0° C., naphtho[1,2-b]furan-3-yl-acetic acid ethyl ester (1.27 g, 5 mmol) in THF (20 mL) was added slowly. After the addition, reaction mixture was stirred at room temperature for 1 hr and quenched with saturated NH4Cl solution. The product was extracted with chloroform and washed well with water. It was dried over anhydrous MgSO4; filtered and concentrated. The product, 2-naphtho[1,2-b]furan-3-yl ethanol, was obtained as white oil, was pure enough and taken to the next step without purification. Yield: 900 mg (84%); 213 (M+H).