Sulfuric Acid → HCID 86698277, Verbindung
Reaktionsgleichung
[C:1]([C:5]1[Se:9][C:8]([C:10]#[N:11])=[C:7]([OH:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH:13]S(O)(=O)=O>FC(F)(F)C(O)=O>[C:1]([C:5]1[Se:9][C:8]([C:10]([NH2:11])=[O:13])=[C:7]([OH:12])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To an ice cold solution of 5-tert-butyl-3-hydroxyselenophene-2-carbonitrile (0.5 g) in trifluoroacetic acid (2 mL) was added H2SO4 (0.5 mL) dropwise for 15 min. The reaction mixture was allowed to rt and stirred for 6 h. The reaction mixture was poured into ice cold water extracted with chloroform (3×50 mL). The combined chloroform layer was washed with water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using hexane-EtOAc (75:25) as eluents to give the product as a brown color solid (460 mg, 86%), mp 164-168° C. 1H NMR (400 MHz, CDCl3): δ 11.53 (1H, br s), 6.81 (1H, s), 5.35 (2H, s), 1.35 (9H, s); LC-MS (negative ion mode): m/z 244, 246 (M−H)−.