Lithium iodide → HCID 70132244, Verbindung
Reaktionsgleichung
[O:1]([CH2:19][C:20]1[NH:24][C:23]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29]([O:31]C)=[O:30])[C:22]=2[N:21]=1)[Si:2]([C:15]([CH3:18])([CH3:17])[CH3:16])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[I-].[Li+]>N1C=CC=CC=1>[O:1]([CH2:19][C:20]1[NH:24][C:23]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29]([OH:31])=[O:30])[C:22]=2[N:21]=1)[Si:2]([C:15]([CH3:18])([CH3:16])[CH3:17])([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of methyl 2-tert-butyldiphenylsiloxymethyl-1H-benzimidazole-4-carboxylate (500 mg) in pyridine (3 ml) was added lithium iodide (602 mg) under nitrogen at ambient temperature and the mixture was heated to reflux for 3 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in chloroform. The solution was washed with water and brine and the organic layer was dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was chromatographed on silica gel eluting with a mixture of chloroform and methanol (chloroform only˜50:1˜25:1˜10:1) to give 2-tert-butyldiphenylsiloxymethyl-1H-benzimidazole-4-carboxylic acid (425 mg) as a powder.