Sulfuric Acid → 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-butanal
Reaction equation
[C:1]1(=[O:21])[N:5]([CH2:6][CH2:7][CH2:8][CH:9](OCC)[O:10]CC)[C:4](=[O:16])[C:3]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:2]12.S(=O)(=O)(O)O>C(OC(OCC)CCCN)C>[C:4]1(=[O:16])[N:5]([CH2:6][CH2:7][CH2:8][CH:9]=[O:10])[C:1](=[O:21])[C:2]2=[CH:20][CH:19]=[CH:18][CH:17]=[C:3]12Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Protect the amino function in 4,4-diethoxybutylamine by conversion thereof to a phthalimido function. Hydrolyze the resultant 1-phthalimido-4,4-diethoxybutane with 1N aqueous sulfuric acid at 25° C to obtain 4-phthalimidobutanal. Subject the compound to reductive amination using ammonium chloride and sodium cyanoborohydride in aqueous methanol at 25° C to obtain 4-phthalimidobutylamine.