Sodium Thiosulfate → 5-Bromo-4-cyclopropyl-3-fluoro-2-hydroxybenzaldehyde

反応式

[Br:1]N1C(=O)NC(=O)N(Br)C1=O.[CH:12]1([C:15]2[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[C:17]([OH:23])[C:16]=2[F:24])[CH2:14][CH2:13]1.S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C=O)C>[Br:1][C:22]1[C:15]([CH:12]2[CH2:13][CH2:14]2)=[C:16]([F:24])[C:17]([OH:23])=[C:18]([CH:21]=1)[CH:19]=[O:20]

参加物

実験手順

Dibromoisocyanuric acid (1.43 g) was added at room temperature to a DMF (50 mL) solution of 4-cyclopropyl-3-fluoro-2-hydroxybenzaldehyde (1.50 g), and the mixture was stirred at the same temperature as above for 3 hours in a nitrogen atmosphere. A saturated aqueous solution of sodium thiosulfate was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and saturated saline in this order and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.73 g)