Sulfuric Acid → HCID 22899237, compound
Reaction equation
OS(O)(=O)=O.[CH3:6][C:7]([CH3:25])=[CH:8][CH2:9][C:10]1[C:20](=[O:21])[C:19]2[CH:18]=[CH:17][C:16]([O:22][CH3:23])=[CH:15][C:14]=2[C:12](=[O:13])[C:11]=1[OH:24]>>[CH3:6][C:7]1([CH3:25])[O:21][C:20]2[C:19]3[CH:18]=[CH:17][C:16]([O:22][CH3:23])=[CH:15][C:14]=3[C:12]([C:11](=[O:24])[C:10]=2[CH2:9][CH2:8]1)=[O:13]Participants
3
Procedure
Concentrated H2SO4 (25 mL) was added to compound 52 (2.454 g) at 20° C. After stirring for 20 min, the mixture was diluted with ice water (500 mL). The resulting red precipitate 54 was collected by filtration, washed with water, and dried in vacuo. It was obtained as a red powder (2.36 g, 96%): 1H NMR (CDCl3) δ7.72 (1H, d, J=8.6 Hz), 7.56 (1H, d, J=2.7 Hz), 7.12 (1H, dd, J=8.6, 2.7 Hz), 3.90 (3H,S), 2.55 (2H, t, J=6.7 Hz), 1.84 (2H, t, J=6.7 Hz), 1.46 (6H, S).
Workup
- filtrationThe resulting red precipitate 54 was collected by filtration
- washwashed with water
- customdried in vacuo