Hydrochloric Acid → HCID 52914395, compound
Reaction equation
[ClH:1].[C:2]1([S:8]([CH2:11][C:12]2[C:17]([C:18]([OH:20])=[O:19])=[C:16]([O:21][CH2:22][CH2:23][NH:24]C(OC(C)(C)C)=O)[C:15]([C:32]3[CH:36]=[CH:35][O:34][CH:33]=3)=[CH:14][CH:13]=2)(=[O:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1>[ClH:1].[NH2:24][CH2:23][CH2:22][O:21][C:16]1[C:15]([C:32]2[CH:36]=[CH:35][O:34][CH:33]=2)=[CH:14][CH:13]=[C:12]([CH2:11][S:8]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:10])=[O:9])[C:17]=1[C:18]([OH:20])=[O:19]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Hydrogen chloride (4M in dioxane, 2 ml) was added to a solution of 6-(benzenesulphonylmethyl)-2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)benzoic acid (Intermediate 6, 0.018 g) in dioxane (0.5 ml) and the resultant mixture was stirred at room temperature for 2 hours. The mixture was evaporated to dryness and the residue was triturated with ether. The solid was collected by filtration then purified by chromatography on silica, eluting with a mixture of DCM, methanol, acetic acid and water in a ratio of 240:20:3:2 changing to 120:15:3:2. After evaporation of the solvent, the residue was treated with hydrochloric acid (1M) and evaporated to dryness to give 2-(2-aminoethoxy)-6-(benzenesulphonylmethyl)-3-(furan-3-yl)benzoic acid hydrochloride (0.008 g) as a white solid.