Methanol → HCID 178511724, compound

Participants

Reaction Steps

35 wt % Hydrazine hydrate (0.93 g, 10.1 mmol) was added to a solution of compound 5 (2.0 g, 5.1 mmol) in CH2Cl2 (50 mL) followed by MeOH (50 mL) at room temperature. The reaction mixture was allowed to stir overnight. The resulting white precipitates were filtered off and the solvent was removed in vacuo. The resulting white solids were dissolved in aqueous 1N HCl solution and washed with CH2Cl2. Aqueous layer was basified with excess 1N NaOH solution and then extracted with CH2Cl2. After drying with MgSO4, the solvent was evaporated affording crude trans-4-nitro-benzoic acid 4-amino-cyclohexyl ester 6 as a white solid (1.1 g, 89% yield), which was used in the next step without further purification. 1H NMR (DMSO-d6): δ 8.26 (dd, J=44 and 9 Hz, 4H), 6.72 (d, J=7 Hz, 2H), 5.08 (s, 1H), 2.00-1.36 (m, 9H).

Provenance & Evidence