Hydrazine → HCID 18617216, compound

Participants

Reaction Steps

To tert-butyl 4-[4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butyl]benzoate (33.2 g) in ethanol (600 mL) was added hydrazine (16.9 g). The reaction was heated to reflux and stirred for 2 h. The reaction was then cooled to r.t. and filtered. The solids were washed with ethanol (4×200 mL). The combined organic extracts were concentrated and then dissolved in CH2Cl2 and insoluble material removed by filtration. The organic extracts were concentrated to afford 17.1 g of tert-butyl 4-(4-aminobutyl)benzoate: 1H NMR (CDCl3, 400 MHz) 7.90 (d, 2H, J=8.2 Hz), 7.2 (d, 2H, J=8.0 Hz), 2.7 (m, 2H,), 1.7 (m, 4H), 1.60 (s, 9H), 1.4 (m, 2H).

Provenance & Evidence