Triethylamine → HCID 57558451, compound

Reaction equation

[C:1]([C:5]1[CH:25]=[CH:24][C:8]([CH2:9][S:10][C:11]2[O:12][C:13]3[C:18]([C:19](=[O:23])[C:20]=2[CH2:21][OH:22])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:26]1(C)[C:27]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:29]=[CH:30][CH:31]=1.[CH2:37](N(CC)CC)C>ClCCl>[C:1]([C:5]1[CH:25]=[CH:24][C:8]([CH2:9][S:10][C:11]2[O:12][C:13]3[C:18]([C:19](=[O:23])[C:20]=2[CH2:21][O:22][S:32]([C:27]2[CH:26]=[CH:31][C:30]([CH3:37])=[CH:29][CH:28]=2)(=[O:33])=[O:34])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Procedure

Into a 25 mL round bottom flask is introduced 2-(4-tert-butylbenzyl)thio-3-hydroxymethyl chromen-4-one (3 g, 8.47 mmol) and this is dissolved in dichloromethane (10 mL). Toluenesulfonyl chloride (12.7 mmol) and triethylamine (12.7 mmol) are then added to it and the reaction mixture is stirred for 4 hours at room temperature. The solvent is then removed in vacuo and the residue obtained is purified by silica gel flash chromatography (ethyl acetate:hexanes) to get the above-mentioned compound.