Pyridine → HCID 15723364, compound
Reaction equation
[OH:1][CH:2]([C:19]1[CH:20]=[C:21]([Si:24]([CH3:27])([CH3:26])[CH3:25])[O:22][CH:23]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13].[C:28](OC(=O)C)(=[O:30])[CH3:29].N1C=CC=CC=1>>[C:28]([O:1][CH:2]([C:19]1[CH:20]=[C:21]([Si:24]([CH3:26])([CH3:25])[CH3:27])[O:22][CH:23]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])(=[O:30])[CH3:29]Participants
4
Procedure
A solution of 4-(1-hydroxy-9-t-butyldimethylsiloxynonyl)-2-trimethylsilylfuran (0.892 g, 2.17 mmol), acetic anhydride (5 ml) and pyridine (0.729 g, 8.66 mmol) was stirred at room temperature until no starting material was visible by TLC. The reaction mixture was concentrated and the residue was taken up in ethyl ether, washed with 10% hydrochloric acid, saturated sodium bicarbonate, aqueous 5% cupric sulfate solution, water, saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated to give the title compound which was carried on without further purification.