Hydrochloric Acid → HCID 20043928, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[CH2:11][O:10]2)=[C:4]([Cl:17])[CH:3]=1.Cl>CO>[ClH:17].[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13](=[O:14])[C:12]([CH3:15])([CH3:16])[CH2:11][O:10]2)=[C:4]([Cl:17])[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2.0 grams (0.008 mole) of 2-[(4-amino-2-chlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone in 25 mL of methanol was stirred, and 0.78 gram (0.008 mole) of concentrated hydrochloric acid was added dropwise. Upon completion of addition the reaction mixture was stirred for 20 minutes. Analysis of the reaction mixture by thin layer chromatography (TLC) indicated the presence of unreacted amine. An additional 0.5 gram of concentrated hydrochloric acid was added, and the reaction mixture was stirred for 30 minutes more. The reaction mixture was concentrated under reduced pressure to a residue. The residue was dissolved in 20 mL of ethanol. A solid was precipitated from the solution by the addition of 20 mL of diethyl ether. The solid was collected by filtration and was dried to yield 1.7 grams of 2-[(4-amino-2-chlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone hydrochloride as a solid.